apps/ca: allow CRL lastUpdate/nextUpdate fields to be specified

When generating a CRL using the "ca" utility, allow values for the
lastUpdate and nextUpdate fields to be specified using the command line
options -crl_lastupdate and -crl_nextupdate respectively.

Reviewed-by: Tomas Mraz <tmraz@fedoraproject.org>
Reviewed-by: Dmitry Belyavskiy <beldmit@gmail.com>
(Merged from https://github.com/openssl/openssl/pull/12784)

CHANGES.md

@@ -1158,6 +1158,12 @@ OpenSSL 3.0
 
    *Richard Levitte*
 
+ * Added the options `-crl_lastupdate` and `-crl_nextupdate` to `openssl ca`,
+   allowing the `lastUpdate` and `nextUpdate` fields in the generated CRL to
+   be set explicitly.
+
+   *Chris Novakovic*
+
  * Added support for Linux Kernel TLS data-path. The Linux Kernel data-path
    improves application performance by removing data copies and providing
    applications with zero-copy system calls such as sendfile and splice.

apps/ca.c

@@ -155,7 +155,8 @@ typedef enum OPTION_choice {
     OPT_KEY, OPT_CERT, OPT_CERTFORM, OPT_SELFSIGN,
     OPT_IN, OPT_INFORM, OPT_OUT, OPT_OUTDIR, OPT_VFYOPT,
     OPT_SIGOPT, OPT_NOTEXT, OPT_BATCH, OPT_PRESERVEDN, OPT_NOEMAILDN,
-    OPT_GENCRL, OPT_MSIE_HACK, OPT_CRLDAYS, OPT_CRLHOURS, OPT_CRLSEC,
+    OPT_GENCRL, OPT_MSIE_HACK, OPT_CRL_LASTUPDATE, OPT_CRL_NEXTUPDATE,
+    OPT_CRLDAYS, OPT_CRLHOURS, OPT_CRLSEC,
     OPT_INFILES, OPT_SS_CERT, OPT_SPKAC, OPT_REVOKE, OPT_VALID,
     OPT_EXTENSIONS, OPT_EXTFILE, OPT_STATUS, OPT_UPDATEDB, OPT_CRLEXTS,
     OPT_RAND_SERIAL,
@@ -241,6 +242,10 @@ const OPTIONS ca_options[] = {
      "sets compromise time to val and the revocation reason to keyCompromise"},
     {"crl_CA_compromise", OPT_CRL_CA_COMPROMISE, 's',
      "sets compromise time to val and the revocation reason to CACompromise"},
+    {"crl_lastupdate", OPT_CRL_LASTUPDATE, 's',
+     "Sets the CRL lastUpdate time to val (YYMMDDHHMMSSZ or YYYYMMDDHHMMSSZ)"},
+    {"crl_nextupdate", OPT_CRL_NEXTUPDATE, 's',
+     "Sets the CRL nextUpdate time to val (YYMMDDHHMMSSZ or YYYYMMDDHHMMSSZ)"},
     {"crldays", OPT_CRLDAYS, 'p', "Days until the next CRL is due"},
     {"crlhours", OPT_CRLHOURS, 'p', "Hours until the next CRL is due"},
     {"crlsec", OPT_CRLSEC, 'p', "Seconds until the next CRL is due"},
@@ -262,7 +267,6 @@ int ca_main(int argc, char **argv)
     EVP_PKEY *pkey = NULL;
     BIO *in = NULL, *out = NULL, *Sout = NULL;
     ASN1_INTEGER *tmpser;
-    ASN1_TIME *tmptm;
     CA_DB *db = NULL;
     DB_ATTR db_attr;
     STACK_OF(CONF_VALUE) *attribs = NULL;
@@ -291,6 +295,7 @@ int ca_main(int argc, char **argv)
     int keyformat = FORMAT_PEM, multirdn = 1, notext = 0, output_der = 0;
     int ret = 1, email_dn = 1, req = 0, verbose = 0, gencrl = 0, dorevoke = 0;
     int rand_ser = 0, i, j, selfsign = 0, def_nid, def_ret;
+    char *crl_lastupdate = NULL, *crl_nextupdate = NULL;
     long crldays = 0, crlhours = 0, crlsec = 0, days = 0;
     unsigned long chtype = MBSTRING_ASC, certopt = 0;
     X509 *x509 = NULL, *x509p = NULL, *x = NULL;
@@ -425,6 +430,12 @@ opthelp:
         case OPT_MSIE_HACK:
             msie_hack = 1;
             break;
+        case OPT_CRL_LASTUPDATE:
+            crl_lastupdate = opt_arg();
+            break;
+        case OPT_CRL_NEXTUPDATE:
+            crl_nextupdate = opt_arg();
+            break;
         case OPT_CRLDAYS:
             crldays = atol(opt_arg());
             break;
@@ -1146,7 +1157,8 @@ end_of_options:
                 crlhours = 0;
             ERR_clear_error();
         }
-        if ((crldays == 0) && (crlhours == 0) && (crlsec == 0)) {
+        if ((crl_nextupdate == NULL) &&
+                (crldays == 0) && (crlhours == 0) && (crlsec == 0)) {
             BIO_printf(bio_err,
                        "cannot lookup how long until the next CRL is issued\n");
             goto end;
@@ -1159,19 +1171,18 @@ end_of_options:
         if (!X509_CRL_set_issuer_name(crl, X509_get_subject_name(x509)))
             goto end;
 
-        tmptm = ASN1_TIME_new();
+        if (!set_crl_lastupdate(crl, crl_lastupdate)) {
-        if (tmptm == NULL
+            BIO_puts(bio_err, "error setting CRL lastUpdate\n");
-                || X509_gmtime_adj(tmptm, 0) == NULL
+            ret = 1;
-                || !X509_CRL_set1_lastUpdate(crl, tmptm)
-                || X509_time_adj_ex(tmptm, crldays, crlhours * 60 * 60 + crlsec,
-                                    NULL) == NULL) {
-            BIO_puts(bio_err, "error setting CRL nextUpdate\n");
-            ASN1_TIME_free(tmptm);
             goto end;
         }
-        X509_CRL_set1_nextUpdate(crl, tmptm);
 
-        ASN1_TIME_free(tmptm);
+        if (!set_crl_nextupdate(crl, crl_nextupdate,
+                                crldays, crlhours, crlsec)) {
+            BIO_puts(bio_err, "error setting CRL nextUpdate\n");
+            ret = 1;
+            goto end;
+        }
 
         for (i = 0; i < sk_OPENSSL_PSTRING_num(db->db->data); i++) {
             pp = sk_OPENSSL_PSTRING_value(db->db->data, i);

apps/include/apps.h

@@ -75,6 +75,9 @@ int has_stdin_waiting(void);
 void corrupt_signature(const ASN1_STRING *signature);
 int set_cert_times(X509 *x, const char *startdate, const char *enddate,
                    int days);
+int set_crl_lastupdate(X509_CRL *crl, const char *lastupdate);
+int set_crl_nextupdate(X509_CRL *crl, const char *nextupdate,
+                       long days, long hours, long secs);
 
 typedef struct args_st {
     int size;

apps/lib/apps.c

@@ -2704,6 +2704,57 @@ int set_cert_times(X509 *x, const char *startdate, const char *enddate,
     return 1;
 }
 
+int set_crl_lastupdate(X509_CRL *crl, const char *lastupdate)
+{
+    int ret = 0;
+    ASN1_TIME *tm = ASN1_TIME_new();
+
+    if (tm == NULL)
+        goto end;
+
+    if (lastupdate == NULL) {
+        if (X509_gmtime_adj(tm, 0) == NULL)
+            goto end;
+    } else {
+        if (!ASN1_TIME_set_string_X509(tm, lastupdate))
+            goto end;
+    }
+
+    if (!X509_CRL_set1_lastUpdate(crl, tm))
+        goto end;
+
+    ret = 1;
+end:
+    ASN1_TIME_free(tm);
+    return ret;
+}
+
+int set_crl_nextupdate(X509_CRL *crl, const char *nextupdate,
+                       long days, long hours, long secs)
+{
+    int ret = 0;
+    ASN1_TIME *tm = ASN1_TIME_new();
+
+    if (tm == NULL)
+        goto end;
+
+    if (nextupdate == NULL) {
+        if (X509_time_adj_ex(tm, days, hours * 60 * 60 + secs, NULL) == NULL)
+            goto end;
+    } else {
+        if (!ASN1_TIME_set_string_X509(tm, nextupdate))
+            goto end;
+    }
+
+    if (!X509_CRL_set1_nextUpdate(crl, tm))
+        goto end;
+
+    ret = 1;
+end:
+    ASN1_TIME_free(tm);
+    return ret;
+}
+
 void make_uppercase(char *string)
 {
     int i;

doc/man1/openssl-ca.pod.in

@@ -22,6 +22,8 @@ B<openssl> B<ca>
 [B<-crl_hold> I<instruction>]
 [B<-crl_compromise> I<time>]
 [B<-crl_CA_compromise> I<time>]
+[B<-crl_lastupdate> I<date>]
+[B<-crl_nextupdate> I<date>]
 [B<-crldays> I<days>]
 [B<-crlhours> I<hours>]
 [B<-crlsec> I<seconds>]
@@ -337,6 +339,20 @@ This option has been deprecated and has no effect.
 
 This option generates a CRL based on information in the index file.
 
+=item B<-crl_lastupdate> I<time>
+
+Allows the value of the CRL's lastUpdate field to be explicitly set; if
+this option is not present, the current time is used. Accepts times in
+YYMMDDHHMMSSZ format (the same as an ASN1 UTCTime structure) or
+YYYYMMDDHHMMSSZ format (the same as an ASN1 GeneralizedTime structure).
+
+=item B<-crl_nextupdate> I<time>
+
+Allows the value of the CRL's nextUpdate field to be explicitly set; if
+this option is present, any values given for B<-crldays>, B<-crlhours>
+and B<-crlsec> are ignored. Accepts times in the same formats as
+B<-crl_lastupdate>.
+
 =item B<-crldays> I<num>
 
 The number of days before the next CRL is due. That is the days from
@@ -781,7 +797,9 @@ then even if a certificate is issued with CA:TRUE it will not be valid.
 
 Since OpenSSL 1.1.1, the program follows RFC5280. Specifically,
 certificate validity period (specified by any of B<-startdate>,
-B<-enddate> and B<-days>) will be encoded as UTCTime if the dates are
+B<-enddate> and B<-days>) and CRL last/next update time (specified by
+any of B<-crl_lastupdate>, B<-crl_nextupdate>, B<-crldays>, B<-crlhours>
+and B<-crlsec>) will be encoded as UTCTime if the dates are
 earlier than year 2049 (included), and as GeneralizedTime if the dates
 are in year 2050 or later.
 

test/recipes/80-test_ca.t

@@ -12,8 +12,9 @@ use warnings;
 
 use POSIX;
 use File::Path 2.00 qw/rmtree/;
-use OpenSSL::Test qw/:DEFAULT cmdstr srctop_file/;
+use OpenSSL::Test qw/:DEFAULT cmdstr data_file srctop_file/;
 use OpenSSL::Test::Utils;
+use Time::Local qw/timegm/;
 
 setup("test_ca");
 
@@ -26,7 +27,7 @@ my $std_openssl_cnf = '"'
 
 rmtree("demoCA", { safe => 0 });
 
-plan tests => 6;
+plan tests => 15;
  SKIP: {
      $ENV{OPENSSL_CONFIG} = '-config ' . $cnf;
      skip "failed creating CA structure", 4
@@ -71,6 +72,158 @@ SKIP: {
        "Signing SM2 certificate request");
 }
 
+test_revoke('notimes', {
+    should_succeed => 1,
+});
+test_revoke('lastupdate_invalid', {
+    lastupdate     => '1234567890',
+    should_succeed => 0,
+});
+test_revoke('lastupdate_utctime', {
+    lastupdate     => '200901123456Z',
+    should_succeed => 1,
+});
+test_revoke('lastupdate_generalizedtime', {
+    lastupdate     => '20990901123456Z',
+    should_succeed => 1,
+});
+test_revoke('nextupdate_invalid', {
+    nextupdate     => '1234567890',
+    should_succeed => 0,
+});
+test_revoke('nextupdate_utctime', {
+    nextupdate     => '200901123456Z',
+    should_succeed => 1,
+});
+test_revoke('nextupdate_generalizedtime', {
+    nextupdate     => '20990901123456Z',
+    should_succeed => 1,
+});
+test_revoke('both_utctime', {
+    lastupdate     => '200901123456Z',
+    nextupdate     => '200908123456Z',
+    should_succeed => 1,
+});
+test_revoke('both_generalizedtime', {
+    lastupdate     => '20990901123456Z',
+    nextupdate     => '20990908123456Z',
+    should_succeed => 1,
+});
+
+sub test_revoke {
+    my ($filename, $opts) = @_;
+
+    # Before Perl 5.12.0, the range of times Perl could represent was limited by
+    # the size of time_t, so Time::Local was hamstrung by the Y2038 problem -
+    # Perl 5.12.0 onwards use an internal time implementation with a guaranteed
+    # >32-bit time range on all architectures, so the tests involving post-2038
+    # times won't fail provided we're running under that version or newer
+    if ($] < 5.012000) {
+        plan skip_all => 'Perl >= 5.12.0 required to run certificate revocation tests';
+    }
+
+    subtest "Revoke certificate and generate CRL: $filename" => sub {
+        $ENV{CN2} = $filename;
+        ok(
+            run(app(['openssl',
+                     'req',
+                     '-config',  $cnf,
+                     '-new',
+                     '-key',     data_file('revoked.key'),
+                     '-out',     "$filename-req.pem",
+                     '-section', 'userreq',
+            ])),
+            'Generate CSR'
+        );
+        delete $ENV{CN2};
+
+        ok(
+            run(app(['openssl',
+                     'ca',
+                     '-batch',
+                     '-config',  $cnf,
+                     '-in',      "$filename-req.pem",
+                     '-out',     "$filename-cert.pem",
+            ])),
+            'Sign CSR'
+        );
+
+        ok(
+            run(app(['openssl',
+                     'ca',
+                     '-config', $cnf,
+                     '-revoke', "$filename-cert.pem",
+            ])),
+            'Revoke certificate'
+        );
+
+        my @gencrl_opts;
+
+        if (exists $opts->{lastupdate}) {
+            push @gencrl_opts, '-crl_lastupdate', $opts->{lastupdate};
+        }
+
+        if (exists $opts->{nextupdate}) {
+            push @gencrl_opts, '-crl_nextupdate', $opts->{nextupdate};
+        }
+
+        is(
+            run(app(['openssl',
+                     'ca',
+                     '-config', $cnf,
+                     '-gencrl',
+                     '-out',    "$filename-crl.pem",
+                     '-crlsec', '60',
+                     @gencrl_opts,
+            ])),
+            $opts->{should_succeed},
+            'Generate CRL'
+        );
+        my $crl_gentime = time;
+
+        # The following tests only need to run if the CRL was supposed to be
+        # generated:
+        return unless $opts->{should_succeed};
+
+        my $crl_lastupdate = crl_field("$filename-crl.pem", 'lastUpdate');
+        if (exists $opts->{lastupdate}) {
+            is(
+                $crl_lastupdate,
+                rfc5280_time($opts->{lastupdate}),
+                'CRL lastUpdate field has expected value'
+            );
+        } else {
+            diag("CRL lastUpdate:   $crl_lastupdate");
+            diag("openssl run time: $crl_gentime");
+            ok(
+                # Is the CRL's lastUpdate time within a second of the time that
+                # `openssl ca -gencrl` was executed?
+                $crl_gentime - 1 <= $crl_lastupdate && $crl_lastupdate <= $crl_gentime + 1,
+                'CRL lastUpdate field has (roughly) expected value'
+            );
+        }
+
+        my $crl_nextupdate = crl_field("$filename-crl.pem", 'nextUpdate');
+        if (exists $opts->{nextupdate}) {
+            is(
+                $crl_nextupdate,
+                rfc5280_time($opts->{nextupdate}),
+                'CRL nextUpdate field has expected value'
+            );
+        } else {
+            diag("CRL nextUpdate:   $crl_nextupdate");
+            diag("openssl run time: $crl_gentime");
+            ok(
+                # Is the CRL's lastUpdate time within a second of the time that
+                # `openssl ca -gencrl` was executed, taking into account the use
+                # of '-crlsec 60'?
+                $crl_gentime + 59 <= $crl_nextupdate && $crl_nextupdate <= $crl_gentime + 61,
+                'CRL nextUpdate field has (roughly) expected value'
+            );
+        }
+    };
+}
+
 sub yes {
     my $cntr = 10;
     open(PIPE, "|-", join(" ",@_));
@@ -80,3 +233,49 @@ sub yes {
     return 0;
 }
 
+# Get the value of the lastUpdate or nextUpdate field from a CRL
+sub crl_field {
+    my ($crl_path, $field_name) = @_;
+
+    my @out = run(
+        app(['openssl',
+             'crl',
+             '-in', $crl_path,
+             '-noout',
+             '-' . lc($field_name),
+        ]),
+        capture => 1,
+        statusvar => \my $exit,
+    );
+    ok($exit, "CRL $field_name field retrieved");
+    diag("CRL $field_name: $out[0]");
+
+    $out[0] =~ s/^\Q$field_name\E=//;
+    $out[0] =~ s/\n?//;
+    my $time = human_time($out[0]);
+
+    return $time;
+}
+
+# Converts human-readable ASN1_TIME_print() output to Unix time
+sub human_time {
+    my ($human) = @_;
+
+    my ($mo, $d, $h, $m, $s, $y) = $human =~ /^([A-Za-z]{3})\s+(\d+) (\d{2}):(\d{2}):(\d{2}) (\d{4})/;
+
+    my %months = (
+        Jan => 0, Feb => 1, Mar => 2, Apr => 3, May => 4,  Jun => 5,
+        Jul => 6, Aug => 7, Sep => 8, Oct => 9, Nov => 10, Dec => 11,
+    );
+
+    return timegm($s, $m, $h, $d, $months{$mo}, $y);
+}
+
+# Converts an RFC 5280 timestamp to Unix time
+sub rfc5280_time {
+    my ($asn1) = @_;
+
+    my ($y, $mo, $d, $h, $m, $s) = $asn1 =~ /^(\d{2,4})(\d{2})(\d{2})(\d{2})(\d{2})(\d{2})Z$/;
+
+    return timegm($s, $m, $h, $d, $mo - 1, $y);
+}

test/recipes/80-test_ca_data/revoked.key

@@ -0,0 +1,27 @@
+-----BEGIN RSA PRIVATE KEY-----
+MIIEowIBAAKCAQEAvpWG+nFMaupRmFBLmaEsZhXzYPPh/2n7zkgBHf7hLDiw472P
+S0infjrGc+Orv+Habpb1/sPktKitvFY01JYldCfDENs1ECUcjkuBm/tCBHxvPeI4
+bA7kLo4qGG0wzWcqI2s3zwWfzLdZWH+6xAo/jKSty5icwPKPaWcPwU4zz/yFXrte
+z5Owz9n0UnmHsfhNFWhl1bcZCGN/XrE0rQWPWvDk4Y8l8lxcYZWwVi0xKwhleeWx
+O50+uVJLrF3EWGaFjYGzBCj0Py+skgFi1f2OC9oCDHrHbgkcrByyTNdUuCYzsl8U
+87H5PWJNQJlrtueJWJfW1E3qS2hS8zyosTWI2wIDAQABAoIBAAqWkhYt3zn9ZKUa
+qOiTHL1bMNdNFVw0TioKtA0vkOD9EU7FxEVBdxS7PTVJC8ywRotoVahex8EFsglJ
+nMvGv7PxVZQFKbCI70o0hbHdxrArHZ8Jh2rxdNnlSg9rWY+/0IaBOWuF+3fLI+qX
+xg+IJjmxGHq8MtFBaJhJgoWRy60dWNpbIDmp4Yk8E3MqtNCZQU+UMXesVpC3UZ2Z
+k7V+zJaC3clvQaE3vNRl7d2si94HyxHIhA0cdWBDc8+vwzrsUJhQYHZw3QH5yX4g
+3CDVe1wwljts2Jdz6YN1JaqHP1R6Cw8mihnkGEoF10mIM0YFm9pGQrFscVQFOuQQ
+WK0aiwECgYEA4qFjAdorYqnAPM6YnHyJtwheTKEbq5duF9JdSnpkV63usWB9a5B4
+d+QADhmaq6YNh2rjodNwn3oxCqlceV6PhE/sTWLkjXD8+r6wPiR06BFJszBt8BKi
+CjW1IjaMGAEpOa5f9vqhv0xgahpNBjWKfFIj4hHX6ha3N3RScwPep4ECgYEA10hH
+qKCbDiiErluUbCLveKxBx++ldxHoO64iLwbKadsHqhi5w+lIONp7P7B8MfNAHbgi
+NCKZ/Z9llyHUuNKjgFFFwEXXP5Vm1PyQeZRh5Mn7pG0qTNMbEanBRSi4pmkg3ha6
+MfsoroH6aaCIqojTHFxvP2GQUHe6iQTE5KXe/lsCgYAGd3Bpxx3hzNItaf+0x2Du
+lhCKwzYU6Vc82sXKsD9YuR/Mc+JgRVkKorjVrilZqH1OVeB056GZC1WG5lo7JFWY
+AufNNXssBgNR7Er/Gu8zB/tAX6tjZES3YdzvQvswXCge+zjFxVUELlu561IzUSfI
+cFeRxcyRY2CK9oi7u2qJAQKBgQCbwbfW0RxeCgK1A51G/5+y9y5AsapNk68qPrqM
+u6UHIWlSL8F3dPjD6Y7ybYXtvcjNt8NHZSF01jZyOg/mCMAyvppwmhc58aYMww7k
+Z+7L0Tc3p6PLIZGcHe2vU98Ex1r4VAky0DyGxZOfiH5Yo9XZ1ybF/JilH3reV4z8
+wOWtsQKBgBD7oJRC7V+DEiDN7/7SxfOBBDI66LGpOlsnuSFXM++G+Q9yhg4vvpW1
+pnNLQoMazqrub7Iemz2YVp/XBh8R07ISvSMDu0QMzSprxs254UYxpi1SfhUDf5Vt
+HPCAQTzvjohzWfPQVWy/GQxPWtttW8DHRYmcIel3O6XvlH4SYSj9
+-----END RSA PRIVATE KEY-----