https://bz.apache.org/bugzilla/show_bug.cgi?id=67666
Bug ID: 67666
Summary: TLSCertificateReloadListener does not detect all
certificates to reload
Product: Tomcat 9
Version: 9.0.81
Hardware: All
OS: All
Status: NEW
Severity: major
Priority: P2
Component: Catalina
Assignee: [email protected]
Reporter: [email protected]
Target Milestone: -----
Tested with 9.0.82-dev, but I guess this happens on all versions
Created one certificate:
openssl req -x509 -newkey rsa:4096 -keyout key.crt -out cert.crt -sha256 -days
5 -passout file:key-password
openssl pkcs12 -export -in cert.crt -inkey key.crt -out keystore.p12 -name
"localhost" -passin file:key-password -passout file:keystore-password
Declared in server.xml:
<Listener className="org.apache.catalina.security.TLSCertificateReloadListener"
checkPeriod="120" daysBefore="360" />
and
<Connector port="20001"
protocol="org.apache.coyote.http11.Http11NioProtocol"
maxThreads="150" SSLEnabled="true"
maxParameterCount="1000"
sslImplementationName="org.apache.tomcat.util.net.jsse.JSSEImplementation">
<SSLHostConfig>
<Certificate certificateKeyFile="conf/certs-localhost/key.crt"
certificateFile="conf/certs-localhost/cert.crt"
certificateChainFile="conf/cacerts.crt"
type="RSA" />
</SSLHostConfig>
</Connector>
<Connector port="20002"
protocol="org.apache.coyote.http11.Http11NioProtocol"
maxThreads="150" SSLEnabled="true"
maxParameterCount="1000"
sslImplementationName="org.apache.tomcat.util.net.jsse.JSSEImplementation">
<SSLHostConfig>
<Certificate
certificateKeystoreFile="conf/certs-localhost/keystore.p12"
certificateKeyAlias="localhost"
type="RSA" />
</SSLHostConfig>
</Connector>
<Connector port="20003"
protocol="org.apache.coyote.http11.Http11NioProtocol"
maxThreads="150" SSLEnabled="true"
maxParameterCount="1000"
sslImplementationName="org.apache.tomcat.util.net.openssl.OpenSSLImplementation">
<SSLHostConfig>
<Certificate certificateKeyFile="conf/certs-localhost/key.crt"
certificateFile="conf/certs-localhost/cert.crt"
certificateChainFile="conf/cacerts.crt"
type="RSA" />
</SSLHostConfig>
</Connector>
<Connector port="20004"
protocol="org.apache.coyote.http11.Http11NioProtocol"
maxThreads="150" SSLEnabled="true"
maxParameterCount="1000"
sslImplementationName="org.apache.tomcat.util.net.openssl.OpenSSLImplementation">
<SSLHostConfig>
<Certificate
certificateKeystoreFile="conf/certs-localhost/keystore.p12"
certificateKeyAlias="localhost"
type="RSA" />
</SSLHostConfig>
</Connector>
<Connector port="30001"
protocol="org.apache.coyote.http11.Http11AprProtocol"
maxThreads="150" SSLEnabled="true"
maxParameterCount="1000">
<SSLHostConfig>
<Certificate certificateKeyFile="conf/certs-localhost/key.crt"
certificateFile="conf/certs-localhost/cert.crt"
certificateChainFile="conf/cacerts.crt"
type="RSA" />
</SSLHostConfig>
</Connector>
<Connector port="30002"
protocol="org.apache.coyote.http11.Http11AprProtocol"
maxThreads="150" SSLEnabled="true"
maxParameterCount="1000">
<SSLHostConfig>
<Certificate
certificateKeystoreFile="conf/certs-localhost/keystore.p12"
certificateKeyAlias="localhost"
type="RSA" />
</SSLHostConfig>
</Connector>
Starting Tomcat:
10-Oct-2023 20:21:25.310 INFORMATION [main]
org.apache.coyote.AbstractProtocol.init Initializing ProtocolHandler
["https-jsse-nio-20001"]
10-Oct-2023 20:21:25.802 SCHWERWIEGEND [main]
org.apache.catalina.util.LifecycleBase.handleSubClassException Failed to
initialize component [Connector["https-jsse-nio-20001"]]
org.apache.catalina.LifecycleException: Protocol handler initialization
failed
at
org.apache.catalina.connector.Connector.initInternal(Connector.java:1011)
at
org.apache.catalina.util.LifecycleBase.init(LifecycleBase.java:127)
at
org.apache.catalina.core.StandardService.initInternal(StandardService.java:554)
at
org.apache.catalina.util.LifecycleBase.init(LifecycleBase.java:127)
at
org.apache.catalina.core.StandardServer.initInternal(StandardServer.java:1039)
at
org.apache.catalina.util.LifecycleBase.init(LifecycleBase.java:127)
at org.apache.catalina.startup.Catalina.load(Catalina.java:724)
at org.apache.catalina.startup.Catalina.load(Catalina.java:746)
at
java.base/jdk.internal.reflect.DirectMethodHandleAccessor.invoke(DirectMethodHandleAccessor.java:103)
at java.base/java.lang.reflect.Method.invoke(Method.java:578)
at
org.apache.catalina.startup.Bootstrap.load(Bootstrap.java:307)
at
org.apache.catalina.startup.Bootstrap.main(Bootstrap.java:477)
Caused by: java.lang.IllegalArgumentException: PBE parameter parsing
error: expecting the object identifier for AES cipher
at
org.apache.tomcat.util.net.AbstractJsseEndpoint.createSSLContext(AbstractJsseEndpoint.java:107)
at
org.apache.tomcat.util.net.AbstractJsseEndpoint.initialiseSsl(AbstractJsseEndpoint.java:71)
at
org.apache.tomcat.util.net.NioEndpoint.bind(NioEndpoint.java:236)
at
org.apache.tomcat.util.net.AbstractEndpoint.bindWithCleanup(AbstractEndpoint.java:1326)
at
org.apache.tomcat.util.net.AbstractEndpoint.init(AbstractEndpoint.java:1339)
at
org.apache.coyote.AbstractProtocol.init(AbstractProtocol.java:654)
at
org.apache.coyote.http11.AbstractHttp11Protocol.init(AbstractHttp11Protocol.java:75)
at
org.apache.catalina.connector.Connector.initInternal(Connector.java:1009)
... 11 more
Caused by: java.io.IOException: PBE parameter parsing error: expecting
the object identifier for AES cipher
at
java.base/com.sun.crypto.provider.PBES2Parameters.parseES(PBES2Parameters.java:324)
at
java.base/com.sun.crypto.provider.PBES2Parameters.engineInit(PBES2Parameters.java:240)
at
java.base/java.security.AlgorithmParameters.init(AlgorithmParameters.java:311)
at
java.base/sun.security.x509.AlgorithmId.decodeParams(AlgorithmId.java:149)
at
java.base/sun.security.x509.AlgorithmId.<init>(AlgorithmId.java:131)
at
java.base/sun.security.x509.AlgorithmId.parse(AlgorithmId.java:416)
at
java.base/javax.crypto.EncryptedPrivateKeyInfo.<init>(EncryptedPrivateKeyInfo.java:105)
at
org.apache.tomcat.util.net.jsse.PEMFile$Part.toPrivateKey(PEMFile.java:245)
at
org.apache.tomcat.util.net.jsse.PEMFile.<init>(PEMFile.java:178)
at
org.apache.tomcat.util.net.jsse.PEMFile.<init>(PEMFile.java:107)
at
org.apache.tomcat.util.net.SSLUtilBase.getKeyManagers(SSLUtilBase.java:355)
at
org.apache.tomcat.util.net.SSLUtilBase.createSSLContext(SSLUtilBase.java:268)
at
org.apache.tomcat.util.net.AbstractJsseEndpoint.createSSLContext(AbstractJsseEndpoint.java:105)
... 18 more
10-Oct-2023 20:21:25.806 INFORMATION [main]
org.apache.coyote.AbstractProtocol.init Initializing ProtocolHandler
["https-jsse-nio-20002"]
10-Oct-2023 20:21:25.953 INFORMATION [main]
org.apache.tomcat.util.net.AbstractEndpoint.logCertificate Connector
[https-jsse-nio-20002], TLS virtual host [_default_], certificate type [RSA]
configured from keystore [conf/certs-localhost/keystore.p12] using alias
[localhost] with trust store [null]
10-Oct-2023 20:21:25.986 INFORMATION [main]
org.apache.coyote.AbstractProtocol.init Initializing ProtocolHandler
["https-openssl-nio-20003"]
10-Oct-2023 20:21:26.013 INFORMATION [main]
org.apache.tomcat.util.net.openssl.OpenSSLUtil.getKeyManagers The certificate
[conf/certs-localhost/cert.crt] or its private key
[conf/certs-localhost/key.crt] could not be processed using a JSSE key manager
and will be given directly to OpenSSL
10-Oct-2023 20:21:26.117 INFORMATION [main]
org.apache.tomcat.util.net.AbstractEndpoint.logCertificate Connector
[https-openssl-nio-20003], TLS virtual host [_default_], certificate type [RSA]
configured from key [conf/certs-localhost/key.crt], certificate
[conf/certs-localhost/cert.crt] and certificate chain [conf/cacerts.crt] with
trust store [null]
10-Oct-2023 20:21:26.119 INFORMATION [main]
org.apache.coyote.AbstractProtocol.init Initializing ProtocolHandler
["https-openssl-nio-20004"]
10-Oct-2023 20:21:26.141 INFORMATION [main]
org.apache.tomcat.util.net.AbstractEndpoint.logCertificate Connector
[https-openssl-nio-20004], TLS virtual host [_default_], certificate type [RSA]
configured from keystore [conf/certs-localhost/keystore.p12] using alias
[localhost] with trust store [null]
10-Oct-2023 20:21:26.143 INFORMATION [main]
org.apache.coyote.AbstractProtocol.init Initializing ProtocolHandler
["https-openssl-apr-30001"]
10-Oct-2023 20:21:26.157 INFORMATION [main]
org.apache.tomcat.util.net.openssl.OpenSSLUtil.getKeyManagers The certificate
[conf/certs-localhost/cert.crt] or its private key
[conf/certs-localhost/key.crt] could not be processed using a JSSE key manager
and will be given directly to OpenSSL
10-Oct-2023 20:21:26.209 INFORMATION [main]
org.apache.tomcat.util.net.openssl.OpenSSLUtil.getKeyManagers The certificate
[conf/certs-localhost/cert.crt] or its private key
[conf/certs-localhost/key.crt] could not be processed using a JSSE key manager
and will be given directly to OpenSSL
10-Oct-2023 20:21:26.210 INFORMATION [main]
org.apache.tomcat.util.net.AbstractEndpoint.logCertificate Connector
[https-openssl-apr-30001], TLS virtual host [_default_], certificate type [RSA]
configured from key [conf/certs-localhost/key.crt], certificate
[conf/certs-localhost/cert.crt] and certificate chain [conf/cacerts.crt] with
trust store [null]
10-Oct-2023 20:21:26.212 INFORMATION [main]
org.apache.coyote.AbstractProtocol.init Initializing ProtocolHandler
["https-openssl-apr-30002"]
10-Oct-2023 20:21:26.248 INFORMATION [main]
org.apache.tomcat.util.net.AbstractEndpoint.logCertificate Connector
[https-openssl-apr-30002], TLS virtual host [_default_], certificate type [RSA]
configured from keystore [conf/certs-localhost/keystore.p12] using alias
[localhost] with trust store [null]
10-Oct-2023 20:21:26.250 INFORMATION [main]
org.apache.catalina.startup.Catalina.load Server initialization in [2178]
milliseconds
We will ignore 20001 for now because Java does not support DES-encrypted
private keys, only AES.
Waiting for the listener:
10-Oct-2023 20:35:11.441 INFORMATION [Catalina-utility-1]
org.apache.tomcat.util.net.AbstractEndpoint.logCertificate Connector
[https-jsse-nio-20002], TLS virtual host [_default_], certificate type [RSA]
configured from keystore [conf/certs-localhost/keystore.p12] using alias
[localhost] with trust store [null]
10-Oct-2023 20:35:11.442 INFORMATION [Catalina-utility-1]
org.apache.catalina.security.TLSCertificateReloadListener.checkCertificatesForRenewal
[Connector["https-jsse-nio-20002"]], TLS virtual host [_default_] reloaded TLS
configuration
10-Oct-2023 20:35:11.442 WARNUNG [Catalina-utility-1]
org.apache.catalina.security.TLSCertificateReloadListener.checkCertificatesForRenewal
[Connector["https-jsse-nio-20002"]], TLS virtual host [_default_] with name
[CN=localhost, OU=IN IT IN, O=Siemens, L=Berlin, ST=Berlin, C=DE] that expires
on [2023-10-15T17:20:55Z] is overdue for renewal
10-Oct-2023 20:35:11.456 INFORMATION [Catalina-utility-1]
org.apache.tomcat.util.net.AbstractEndpoint.logCertificate Connector
[https-openssl-nio-20004], TLS virtual host [_default_], certificate type [RSA]
configured from keystore [conf/certs-localhost/keystore.p12] using alias
[localhost] with trust store [null]
10-Oct-2023 20:35:11.457 INFORMATION [Catalina-utility-1]
org.apache.catalina.security.TLSCertificateReloadListener.checkCertificatesForRenewal
[Connector["https-openssl-nio-20004"]], TLS virtual host [_default_] reloaded
TLS configuration
10-Oct-2023 20:35:11.457 WARNUNG [Catalina-utility-1]
org.apache.catalina.security.TLSCertificateReloadListener.checkCertificatesForRenewal
[Connector["https-openssl-nio-20004"]], TLS virtual host [_default_] with name
[CN=localhost, OU=IN IT IN, O=Siemens, L=Berlin, ST=Berlin, C=DE] that expires
on [2023-10-15T17:20:55Z] is overdue for renewal
10-Oct-2023 20:35:11.476 INFORMATION [Catalina-utility-1]
org.apache.tomcat.util.net.AbstractEndpoint.logCertificate Connector
[https-openssl-apr-30002], TLS virtual host [_default_], certificate type [RSA]
configured from keystore [conf/certs-localhost/keystore.p12] using alias
[localhost] with trust store [null]
10-Oct-2023 20:35:11.476 INFORMATION [Catalina-utility-1]
org.apache.catalina.security.TLSCertificateReloadListener.checkCertificatesForRenewal
[Connector["https-openssl-apr-30002"]], TLS virtual host [_default_] reloaded
TLS configuration
10-Oct-2023 20:35:11.477 WARNUNG [Catalina-utility-1]
org.apache.catalina.security.TLSCertificateReloadListener.checkCertificatesForRenewal
[Connector["https-openssl-apr-30002"]], TLS virtual host [_default_] with name
[CN=localhost, OU=IN IT IN, O=Siemens, L=Berlin, ST=Berlin, C=DE] that expires
on [2023-10-15T17:20:55Z] is overdue for renewal
Connectors for ports 20003 and 30001 do not appear because they use at some
point "X509KeyManager x509KeyManager = certificate.getCertificateKeyManager();"
returns null, thus "X509Certificate[] certificates =
sslContext.getCertificateChain(alias);" is null and
certificatesExpiringBefore() returns an empty set.
I assume that the code needs refinement, I guess that renew bots will create
OpenSSL-style cert and key this listener won't be usable for people at the
moment.
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