class SecureMailing::SMIME::Outgoing < SecureMailing::Backend::Handler def initialize(mail, security) @mail = mail @security = security end def process return if !process? if @security[:sign][:success] && @security[:encryption][:success] processed = encrypt(signed) log('sign', 'success') log('encryption', 'success') elsif @security[:sign][:success] processed = Mail.new(signed) log('sign', 'success') elsif @security[:encryption][:success] processed = encrypt(@mail.encoded) log('encryption', 'success') end overwrite_mail(processed) end def process? return false if @security.blank? return false if @security[:type] != 'S/MIME' @security[:sign][:success] || @security[:encryption][:success] end def overwrite_mail(processed) @mail.body = nil @mail.body = processed.body.encoded @mail.content_disposition = processed.content_disposition @mail.content_transfer_encoding = processed.content_transfer_encoding @mail.content_type = processed.content_type end def signed from = @mail.from.first cert_model = SMIMECertificate.for_sender_email_address(from) raise "Unable to find ssl private key for '#{from}'" if !cert_model raise "Expired certificate for #{from} (fingerprint #{cert_model.fingerprint}) with #{cert_model.not_before_at} to #{cert_model.not_after_at}" if !@security[:sign][:allow_expired] && cert_model.expired? private_key = OpenSSL::PKey::RSA.new(cert_model.private_key, cert_model.private_key_secret) OpenSSL::PKCS7.write_smime(OpenSSL::PKCS7.sign(cert_model.parsed, private_key, @mail.encoded, [], OpenSSL::PKCS7::DETACHED)) rescue => e log('sign', 'failed', e.message) raise end def encrypt(data) certificates = SMIMECertificate.for_recipipent_email_addresses!(@mail.to) expired_cert = certificates.detect(&:expired?) raise "Expired certificates for cert with #{expired_cert.not_before_at} to #{expired_cert.not_after_at}" if !@security[:encryption][:allow_expired] && expired_cert.present? Mail.new(OpenSSL::PKCS7.write_smime(OpenSSL::PKCS7.encrypt(certificates.map(&:parsed), data, cipher))) rescue => e log('encryption', 'failed', e.message) raise end def cipher @cipher ||= OpenSSL::Cipher.new('AES-128-CBC') end def log(action, status, error = nil) HttpLog.create( direction: 'out', facility: 'S/MIME', url: "#{@mail[:from]} -> #{@mail[:to]}", status: status, ip: nil, request: @security, response: { error: error }, method: action, created_by_id: 1, updated_by_id: 1, ) end end