/* * Copyright 1999-2016 The OpenSSL Project Authors. All Rights Reserved. * * Licensed under the OpenSSL license (the "License"). You may not use * this file except in compliance with the License. You can obtain a copy * in the file LICENSE in the source distribution or at * https://www.openssl.org/source/license.html */ /* S/MIME utility function */ #include <stdio.h> #include <string.h> #include "apps.h" #include <openssl/crypto.h> #include <openssl/pem.h> #include <openssl/err.h> #include <openssl/x509_vfy.h> #include <openssl/x509v3.h> static int save_certs(char *signerfile, STACK_OF(X509) *signers); static int smime_cb(int ok, X509_STORE_CTX *ctx); #define SMIME_OP 0x10 #define SMIME_IP 0x20 #define SMIME_SIGNERS 0x40 #define SMIME_ENCRYPT (1 | SMIME_OP) #define SMIME_DECRYPT (2 | SMIME_IP) #define SMIME_SIGN (3 | SMIME_OP | SMIME_SIGNERS) #define SMIME_VERIFY (4 | SMIME_IP) #define SMIME_PK7OUT (5 | SMIME_IP | SMIME_OP) #define SMIME_RESIGN (6 | SMIME_IP | SMIME_OP | SMIME_SIGNERS) typedef enum OPTION_choice { OPT_ERR = -1, OPT_EOF = 0, OPT_HELP, OPT_ENCRYPT, OPT_DECRYPT, OPT_SIGN, OPT_RESIGN, OPT_VERIFY, OPT_PK7OUT, OPT_TEXT, OPT_NOINTERN, OPT_NOVERIFY, OPT_NOCHAIN, OPT_NOCERTS, OPT_NOATTR, OPT_NODETACH, OPT_NOSMIMECAP, OPT_BINARY, OPT_NOSIGS, OPT_STREAM, OPT_INDEF, OPT_NOINDEF, OPT_CRLFEOL, OPT_RAND, OPT_ENGINE, OPT_PASSIN, OPT_TO, OPT_FROM, OPT_SUBJECT, OPT_SIGNER, OPT_RECIP, OPT_MD, OPT_CIPHER, OPT_INKEY, OPT_KEYFORM, OPT_CERTFILE, OPT_CAFILE, OPT_V_ENUM, OPT_CAPATH, OPT_NOCAFILE, OPT_NOCAPATH, OPT_IN, OPT_INFORM, OPT_OUT, OPT_OUTFORM, OPT_CONTENT } OPTION_CHOICE; const OPTIONS smime_options[] = { {OPT_HELP_STR, 1, '-', "Usage: %s [options] cert.pem...\n"}, {OPT_HELP_STR, 1, '-', " cert.pem... recipient certs for encryption\n"}, {OPT_HELP_STR, 1, '-', "Valid options are:\n"}, {"help", OPT_HELP, '-', "Display this summary"}, {"encrypt", OPT_ENCRYPT, '-', "Encrypt message"}, {"decrypt", OPT_DECRYPT, '-', "Decrypt encrypted message"}, {"sign", OPT_SIGN, '-', "Sign message"}, {"verify", OPT_VERIFY, '-', "Verify signed message"}, {"pk7out", OPT_PK7OUT, '-', "Output PKCS#7 structure"}, {"nointern", OPT_NOINTERN, '-', "Don't search certificates in message for signer"}, {"nosigs", OPT_NOSIGS, '-', "Don't verify message signature"}, {"noverify", OPT_NOVERIFY, '-', "Don't verify signers certificate"}, {"nocerts", OPT_NOCERTS, '-', "Don't include signers certificate when signing"}, {"nodetach", OPT_NODETACH, '-', "Use opaque signing"}, {"noattr", OPT_NOATTR, '-', "Don't include any signed attributes"}, {"binary", OPT_BINARY, '-', "Don't translate message to text"}, {"certfile", OPT_CERTFILE, '<', "Other certificates file"}, {"signer", OPT_SIGNER, 's', "Signer certificate file"}, {"recip", OPT_RECIP, '<', "Recipient certificate file for decryption"}, {"in", OPT_IN, '<', "Input file"}, {"inform", OPT_INFORM, 'c', "Input format SMIME (default), PEM or DER"}, {"inkey", OPT_INKEY, '<', "Input private key (if not signer or recipient)"}, {"keyform", OPT_KEYFORM, 'f', "Input private key format (PEM or ENGINE)"}, {"out", OPT_OUT, '>', "Output file"}, {"outform", OPT_OUTFORM, 'c', "Output format SMIME (default), PEM or DER"}, {"content", OPT_CONTENT, '<', "Supply or override content for detached signature"}, {"to", OPT_TO, 's', "To address"}, {"from", OPT_FROM, 's', "From address"}, {"subject", OPT_SUBJECT, 's', "Subject"}, {"text", OPT_TEXT, '-', "Include or delete text MIME headers"}, {"CApath", OPT_CAPATH, '/', "Trusted certificates directory"}, {"CAfile", OPT_CAFILE, '<', "Trusted certificates file"}, {"no-CAfile", OPT_NOCAFILE, '-', "Do not load the default certificates file"}, {"no-CApath", OPT_NOCAPATH, '-', "Do not load certificates from the default certificates directory"}, {"resign", OPT_RESIGN, '-', "Resign a signed message"}, {"nochain", OPT_NOCHAIN, '-', "set PKCS7_NOCHAIN so certificates contained in the message are not used as untrusted CAs" }, {"nosmimecap", OPT_NOSMIMECAP, '-', "Omit the SMIMECapabilities attribute"}, {"stream", OPT_STREAM, '-', "Enable CMS streaming" }, {"indef", OPT_INDEF, '-', "Same as -stream" }, {"noindef", OPT_NOINDEF, '-', "Disable CMS streaming"}, {"crlfeol", OPT_CRLFEOL, '-', "Use CRLF as EOL termination instead of CR only"}, {"rand", OPT_RAND, 's', "Load the file(s) into the random number generator"}, {"passin", OPT_PASSIN, 's', "Input file pass phrase source"}, {"md", OPT_MD, 's', "Digest algorithm to use when signing or resigning"}, {"", OPT_CIPHER, '-', "Any supported cipher"}, OPT_V_OPTIONS, #ifndef OPENSSL_NO_ENGINE {"engine", OPT_ENGINE, 's', "Use engine, possibly a hardware device"}, #endif {NULL} }; int smime_main(int argc, char **argv) { BIO *in = NULL, *out = NULL, *indata = NULL; EVP_PKEY *key = NULL; PKCS7 *p7 = NULL; STACK_OF(OPENSSL_STRING) *sksigners = NULL, *skkeys = NULL; STACK_OF(X509) *encerts = NULL, *other = NULL; X509 *cert = NULL, *recip = NULL, *signer = NULL; X509_STORE *store = NULL; X509_VERIFY_PARAM *vpm = NULL; const EVP_CIPHER *cipher = NULL; const EVP_MD *sign_md = NULL; const char *CAfile = NULL, *CApath = NULL, *prog = NULL; char *certfile = NULL, *keyfile = NULL, *contfile = NULL, *inrand = NULL; char *infile = NULL, *outfile = NULL, *signerfile = NULL, *recipfile = NULL; char *passinarg = NULL, *passin = NULL, *to = NULL, *from = NULL, *subject = NULL; OPTION_CHOICE o; int noCApath = 0, noCAfile = 0; int flags = PKCS7_DETACHED, operation = 0, ret = 0, need_rand = 0, indef = 0; int informat = FORMAT_SMIME, outformat = FORMAT_SMIME, keyform = FORMAT_PEM; int vpmtouched = 0, rv = 0; ENGINE *e = NULL; const char *mime_eol = "\n"; if ((vpm = X509_VERIFY_PARAM_new()) == NULL) return 1; prog = opt_init(argc, argv, smime_options); while ((o = opt_next()) != OPT_EOF) { switch (o) { case OPT_EOF: case OPT_ERR: opthelp: BIO_printf(bio_err, "%s: Use -help for summary.\n", prog); goto end; case OPT_HELP: opt_help(smime_options); ret = 0; goto end; case OPT_INFORM: if (!opt_format(opt_arg(), OPT_FMT_PDS, &informat)) goto opthelp; break; case OPT_IN: infile = opt_arg(); break; case OPT_OUTFORM: if (!opt_format(opt_arg(), OPT_FMT_PDS, &outformat)) goto opthelp; break; case OPT_OUT: outfile = opt_arg(); break; case OPT_ENCRYPT: operation = SMIME_ENCRYPT; break; case OPT_DECRYPT: operation = SMIME_DECRYPT; break; case OPT_SIGN: operation = SMIME_SIGN; break; case OPT_RESIGN: operation = SMIME_RESIGN; break; case OPT_VERIFY: operation = SMIME_VERIFY; break; case OPT_PK7OUT: operation = SMIME_PK7OUT; break; case OPT_TEXT: flags |= PKCS7_TEXT; break; case OPT_NOINTERN: flags |= PKCS7_NOINTERN; break; case OPT_NOVERIFY: flags |= PKCS7_NOVERIFY; break; case OPT_NOCHAIN: flags |= PKCS7_NOCHAIN; break; case OPT_NOCERTS: flags |= PKCS7_NOCERTS; break; case OPT_NOATTR: flags |= PKCS7_NOATTR; break; case OPT_NODETACH: flags &= ~PKCS7_DETACHED; break; case OPT_NOSMIMECAP: flags |= PKCS7_NOSMIMECAP; break; case OPT_BINARY: flags |= PKCS7_BINARY; break; case OPT_NOSIGS: flags |= PKCS7_NOSIGS; break; case OPT_STREAM: case OPT_INDEF: indef = 1; break; case OPT_NOINDEF: indef = 0; break; case OPT_CRLFEOL: flags |= PKCS7_CRLFEOL; mime_eol = "\r\n"; break; case OPT_RAND: inrand = opt_arg(); need_rand = 1; break; case OPT_ENGINE: e = setup_engine(opt_arg(), 0); break; case OPT_PASSIN: passinarg = opt_arg(); break; case OPT_TO: to = opt_arg(); break; case OPT_FROM: from = opt_arg(); break; case OPT_SUBJECT: subject = opt_arg(); break; case OPT_SIGNER: /* If previous -signer argument add signer to list */ if (signerfile) { if (sksigners == NULL && (sksigners = sk_OPENSSL_STRING_new_null()) == NULL) goto end; sk_OPENSSL_STRING_push(sksigners, signerfile); if (keyfile == NULL) keyfile = signerfile; if (skkeys == NULL && (skkeys = sk_OPENSSL_STRING_new_null()) == NULL) goto end; sk_OPENSSL_STRING_push(skkeys, keyfile); keyfile = NULL; } signerfile = opt_arg(); break; case OPT_RECIP: recipfile = opt_arg(); break; case OPT_MD: if (!opt_md(opt_arg(), &sign_md)) goto opthelp; break; case OPT_CIPHER: if (!opt_cipher(opt_unknown(), &cipher)) goto opthelp; break; case OPT_INKEY: /* If previous -inkey argument add signer to list */ if (keyfile) { if (signerfile == NULL) { BIO_printf(bio_err, "%s: Must have -signer before -inkey\n", prog); goto opthelp; } if (sksigners == NULL && (sksigners = sk_OPENSSL_STRING_new_null()) == NULL) goto end; sk_OPENSSL_STRING_push(sksigners, signerfile); signerfile = NULL; if (skkeys == NULL && (skkeys = sk_OPENSSL_STRING_new_null()) == NULL) goto end; sk_OPENSSL_STRING_push(skkeys, keyfile); } keyfile = opt_arg(); break; case OPT_KEYFORM: if (!opt_format(opt_arg(), OPT_FMT_ANY, &keyform)) goto opthelp; break; case OPT_CERTFILE: certfile = opt_arg(); break; case OPT_CAFILE: CAfile = opt_arg(); break; case OPT_CAPATH: CApath = opt_arg(); break; case OPT_NOCAFILE: noCAfile = 1; break; case OPT_NOCAPATH: noCApath = 1; break; case OPT_CONTENT: contfile = opt_arg(); break; case OPT_V_CASES: if (!opt_verify(o, vpm)) goto opthelp; vpmtouched++; break; } } argc = opt_num_rest(); argv = opt_rest(); if (!(operation & SMIME_SIGNERS) && (skkeys || sksigners)) { BIO_puts(bio_err, "Multiple signers or keys not allowed\n"); goto opthelp; } if (operation & SMIME_SIGNERS) { /* Check to see if any final signer needs to be appended */ if (keyfile && !signerfile) { BIO_puts(bio_err, "Illegal -inkey without -signer\n"); goto opthelp; } if (signerfile) { if (!sksigners && (sksigners = sk_OPENSSL_STRING_new_null()) == NULL) goto end; sk_OPENSSL_STRING_push(sksigners, signerfile); if (!skkeys && (skkeys = sk_OPENSSL_STRING_new_null()) == NULL) goto end; if (!keyfile) keyfile = signerfile; sk_OPENSSL_STRING_push(skkeys, keyfile); } if (!sksigners) { BIO_printf(bio_err, "No signer certificate specified\n"); goto opthelp; } signerfile = NULL; keyfile = NULL; need_rand = 1; } else if (operation == SMIME_DECRYPT) { if (!recipfile && !keyfile) { BIO_printf(bio_err, "No recipient certificate or key specified\n"); goto opthelp; } } else if (operation == SMIME_ENCRYPT) { if (argc == 0) { BIO_printf(bio_err, "No recipient(s) certificate(s) specified\n"); goto opthelp; } need_rand = 1; } else if (!operation) goto opthelp; if (!app_passwd(passinarg, NULL, &passin, NULL)) { BIO_printf(bio_err, "Error getting password\n"); goto end; } if (need_rand) { app_RAND_load_file(NULL, (inrand != NULL)); if (inrand != NULL) BIO_printf(bio_err, "%ld semi-random bytes loaded\n", app_RAND_load_files(inrand)); } ret = 2; if (!(operation & SMIME_SIGNERS)) flags &= ~PKCS7_DETACHED; if (!(operation & SMIME_OP)) { if (flags & PKCS7_BINARY) outformat = FORMAT_BINARY; } if (!(operation & SMIME_IP)) { if (flags & PKCS7_BINARY) informat = FORMAT_BINARY; } if (operation == SMIME_ENCRYPT) { if (!cipher) { #ifndef OPENSSL_NO_DES cipher = EVP_des_ede3_cbc(); #else BIO_printf(bio_err, "No cipher selected\n"); goto end; #endif } encerts = sk_X509_new_null(); if (!encerts) goto end; while (*argv) { cert = load_cert(*argv, FORMAT_PEM, "recipient certificate file"); if (cert == NULL) goto end; sk_X509_push(encerts, cert); cert = NULL; argv++; } } if (certfile) { if (!load_certs(certfile, &other, FORMAT_PEM, NULL, "certificate file")) { ERR_print_errors(bio_err); goto end; } } if (recipfile && (operation == SMIME_DECRYPT)) { if ((recip = load_cert(recipfile, FORMAT_PEM, "recipient certificate file")) == NULL) { ERR_print_errors(bio_err); goto end; } } if (operation == SMIME_DECRYPT) { if (!keyfile) keyfile = recipfile; } else if (operation == SMIME_SIGN) { if (!keyfile) keyfile = signerfile; } else keyfile = NULL; if (keyfile) { key = load_key(keyfile, keyform, 0, passin, e, "signing key file"); if (!key) goto end; } in = bio_open_default(infile, 'r', informat); if (in == NULL) goto end; if (operation & SMIME_IP) { if (informat == FORMAT_SMIME) p7 = SMIME_read_PKCS7(in, &indata); else if (informat == FORMAT_PEM) p7 = PEM_read_bio_PKCS7(in, NULL, NULL, NULL); else if (informat == FORMAT_ASN1) p7 = d2i_PKCS7_bio(in, NULL); else { BIO_printf(bio_err, "Bad input format for PKCS#7 file\n"); goto end; } if (!p7) { BIO_printf(bio_err, "Error reading S/MIME message\n"); goto end; } if (contfile) { BIO_free(indata); if ((indata = BIO_new_file(contfile, "rb")) == NULL) { BIO_printf(bio_err, "Can't read content file %s\n", contfile); goto end; } } } out = bio_open_default(outfile, 'w', outformat); if (out == NULL) goto end; if (operation == SMIME_VERIFY) { if ((store = setup_verify(CAfile, CApath, noCAfile, noCApath)) == NULL) goto end; X509_STORE_set_verify_cb(store, smime_cb); if (vpmtouched) X509_STORE_set1_param(store, vpm); } ret = 3; if (operation == SMIME_ENCRYPT) { if (indef) flags |= PKCS7_STREAM; p7 = PKCS7_encrypt(encerts, in, cipher, flags); } else if (operation & SMIME_SIGNERS) { int i; /* * If detached data content we only enable streaming if S/MIME output * format. */ if (operation == SMIME_SIGN) { if (flags & PKCS7_DETACHED) { if (outformat == FORMAT_SMIME) flags |= PKCS7_STREAM; } else if (indef) flags |= PKCS7_STREAM; flags |= PKCS7_PARTIAL; p7 = PKCS7_sign(NULL, NULL, other, in, flags); if (!p7) goto end; if (flags & PKCS7_NOCERTS) { for (i = 0; i < sk_X509_num(other); i++) { X509 *x = sk_X509_value(other, i); PKCS7_add_certificate(p7, x); } } } else flags |= PKCS7_REUSE_DIGEST; for (i = 0; i < sk_OPENSSL_STRING_num(sksigners); i++) { signerfile = sk_OPENSSL_STRING_value(sksigners, i); keyfile = sk_OPENSSL_STRING_value(skkeys, i); signer = load_cert(signerfile, FORMAT_PEM, "signer certificate"); if (!signer) goto end; key = load_key(keyfile, keyform, 0, passin, e, "signing key file"); if (!key) goto end; if (!PKCS7_sign_add_signer(p7, signer, key, sign_md, flags)) goto end; X509_free(signer); signer = NULL; EVP_PKEY_free(key); key = NULL; } /* If not streaming or resigning finalize structure */ if ((operation == SMIME_SIGN) && !(flags & PKCS7_STREAM)) { if (!PKCS7_final(p7, in, flags)) goto end; } } if (!p7) { BIO_printf(bio_err, "Error creating PKCS#7 structure\n"); goto end; } ret = 4; if (operation == SMIME_DECRYPT) { if (!PKCS7_decrypt(p7, key, recip, out, flags)) { BIO_printf(bio_err, "Error decrypting PKCS#7 structure\n"); goto end; } } else if (operation == SMIME_VERIFY) { STACK_OF(X509) *signers; if (PKCS7_verify(p7, other, store, indata, out, flags)) BIO_printf(bio_err, "Verification successful\n"); else { BIO_printf(bio_err, "Verification failure\n"); goto end; } signers = PKCS7_get0_signers(p7, other, flags); if (!save_certs(signerfile, signers)) { BIO_printf(bio_err, "Error writing signers to %s\n", signerfile); ret = 5; goto end; } sk_X509_free(signers); } else if (operation == SMIME_PK7OUT) PEM_write_bio_PKCS7(out, p7); else { if (to) BIO_printf(out, "To: %s%s", to, mime_eol); if (from) BIO_printf(out, "From: %s%s", from, mime_eol); if (subject) BIO_printf(out, "Subject: %s%s", subject, mime_eol); if (outformat == FORMAT_SMIME) { if (operation == SMIME_RESIGN) rv = SMIME_write_PKCS7(out, p7, indata, flags); else rv = SMIME_write_PKCS7(out, p7, in, flags); } else if (outformat == FORMAT_PEM) rv = PEM_write_bio_PKCS7_stream(out, p7, in, flags); else if (outformat == FORMAT_ASN1) rv = i2d_PKCS7_bio_stream(out, p7, in, flags); else { BIO_printf(bio_err, "Bad output format for PKCS#7 file\n"); goto end; } if (rv == 0) { BIO_printf(bio_err, "Error writing output\n"); ret = 3; goto end; } } ret = 0; end: if (need_rand) app_RAND_write_file(NULL); if (ret) ERR_print_errors(bio_err); sk_X509_pop_free(encerts, X509_free); sk_X509_pop_free(other, X509_free); X509_VERIFY_PARAM_free(vpm); sk_OPENSSL_STRING_free(sksigners); sk_OPENSSL_STRING_free(skkeys); X509_STORE_free(store); X509_free(cert); X509_free(recip); X509_free(signer); EVP_PKEY_free(key); PKCS7_free(p7); release_engine(e); BIO_free(in); BIO_free(indata); BIO_free_all(out); OPENSSL_free(passin); return (ret); } static int save_certs(char *signerfile, STACK_OF(X509) *signers) { int i; BIO *tmp; if (!signerfile) return 1; tmp = BIO_new_file(signerfile, "w"); if (!tmp) return 0; for (i = 0; i < sk_X509_num(signers); i++) PEM_write_bio_X509(tmp, sk_X509_value(signers, i)); BIO_free(tmp); return 1; } /* Minimal callback just to output policy info (if any) */ static int smime_cb(int ok, X509_STORE_CTX *ctx) { int error; error = X509_STORE_CTX_get_error(ctx); if ((error != X509_V_ERR_NO_EXPLICIT_POLICY) && ((error != X509_V_OK) || (ok != 2))) return ok; policies_print(ctx); return ok; }