Have a problem with sending a gmail message to a new registerd user - spring-boot

Question

I did not know where is the error. I tried some solutions but it did not work, so i don`t know what i do?
I tried to disable avast mail shield and changed the port but everything don`t work
application.properties
my properties for the app
spring.mail.host=smtp.gmail.com
spring.mail.username=username#gmail.com
spring.mail.password=password
spring.mail.properties.mail.smtp.auth = true
mail.smtp.port= 587
spring.mail.properties.mail.smtp.socketFactory.class =
javax.net.ssl.SSLSocketFactory
spring.mail.properties.mail.smtp.socketFactory.fallback=false
support.email=
spring.mail.properties.mail.smtp.starttls.enable=true
spring.mail.properties.mail.smtp.starttls.required=false
MyController
This is my conreoller class to check username and email and save them if not exists and also to send the message
#PostMapping("/newUser")
public String NewUserPost(HttpServletRequest request, #RequestParam("username") String username,
#RequestParam("email") String email, Model model
) throws Exception {
model.addAttribute("classActiveNewAccount", true);
model.addAttribute("username", username);
model.addAttribute("email", email);
if (userService.findByUsername(username) != null) {
model.addAttribute("UserNameExists", true);
return "myAccount";
}
if (userService.findByEmail(email) != null) {
model.addAttribute("EmailExists", true);
return "myAccount";
}
users user = new users();
user.setUsername(username);
user.setEmail(email);
String password = SecurityUtility.randomPassword();
String bCryptPassword = SecurityUtility.passwordEncoder().encode(password);
user.setPassword(bCryptPassword);
Role role = new Role();
role.setId(1);
role.setName("ROLE_USER");
Set<UserRole> userRoles = new HashSet<>();
userRoles.add(new UserRole(user, role));
userService.createUser(user, userRoles);
String token = UUID.randomUUID().toString();
userService.createPasswordResetTokenForUser(user, token);
try {
String appUrl = "http://" + request.getServerName() + ":" + request.getServerPort() + request.getContextPath();
SimpleMailMessage useremail = mailConstructor.constructResetToken(appUrl, request.getLocale(), token, user, password);
mailSender.send(useremail);
model.addAttribute("EmailSent" , true);
} catch (Exception e) {
e.printStackTrace();
model.addAttribute("NotSent" , true);
}
return "myAccount";
}
Log Error
This is the error which appear in the consol
org.springframework.mail.MailSendException: Mail server connection failed; nested exception is javax.mail.MessagingException: Could not connect to SMTP host: smtp.gmail.com, port: 25;
nested exception is:
javax.net.ssl.SSLException: Unrecognized SSL message, plaintext connection?. Failed messages: javax.mail.MessagingException: Could not connect to SMTP host: smtp.gmail.com, port: 25;
nested exception is:
javax.net.ssl.SSLException: Unrecognized SSL message, plaintext connection?; message exception details (1) are:
Failed message 1:
javax.mail.MessagingException: Could not connect to SMTP host: smtp.gmail.com, port: 25;
nested exception is:
javax.net.ssl.SSLException: Unrecognized SSL message, plaintext connection?
at com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:1961)
at com.sun.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:654)
at javax.mail.Service.connect(Service.java:295)
at org.springframework.mail.javamail.JavaMailSenderImpl.connectTransport(JavaMailSenderImpl.java:515)
at org.springframework.mail.javamail.JavaMailSenderImpl.doSend(JavaMailSenderImpl.java:435)
at org.springframework.mail.javamail.JavaMailSenderImpl.send(JavaMailSenderImpl.java:321)
at org.springframework.mail.javamail.JavaMailSenderImpl.send(JavaMailSenderImpl.java:310)
at com.controllers.HomeController.NewUserPost(HomeController.java:110)
at sun.reflect.NativeMethodAccessorImpl.invoke0(Native Method)
at sun.reflect.NativeMethodAccessorImpl.invoke(Unknown Source)
at sun.reflect.DelegatingMethodAccessorImpl.invoke(Unknown Source)
at java.lang.reflect.Method.invoke(Unknown Source)
at org.springframework.web.method.support.InvocableHandlerMethod.doInvoke(InvocableHandlerMethod.java:209)
at org.springframework.web.method.support.InvocableHandlerMethod.invokeForRequest(InvocableHandlerMethod.java:136)
at org.springframework.web.servlet.mvc.method.annotation.ServletInvocableHandlerMethod.invokeAndHandle(ServletInvocableHandlerMethod.java:102)
at org.springframework.web.servlet.mvc.method.annotation.RequestMappingHandlerAdapter.invokeHandlerMethod(RequestMappingHandlerAdapter.java:891)
at org.springframework.web.servlet.mvc.method.annotation.RequestMappingHandlerAdapter.handleInternal(RequestMappingHandlerAdapter.java:797)
at org.springframework.web.servlet.mvc.method.AbstractHandlerMethodAdapter.handle(AbstractHandlerMethodAdapter.java:87)
at org.springframework.web.servlet.DispatcherServlet.doDispatch(DispatcherServlet.java:991)
at org.springframework.web.servlet.DispatcherServlet.doService(DispatcherServlet.java:925)
at org.springframework.web.servlet.FrameworkServlet.processRequest(FrameworkServlet.java:974)
at org.springframework.web.servlet.FrameworkServlet.doPost(FrameworkServlet.java:877)
at javax.servlet.http.HttpServlet.service(HttpServlet.java:661)
at org.springframework.web.servlet.FrameworkServlet.service(FrameworkServlet.java:851)
at javax.servlet.http.HttpServlet.service(HttpServlet.java:742)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:231)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at org.apache.tomcat.websocket.server.WsFilter.doFilter(WsFilter.java:52)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at org.springframework.security.web.FilterChainProxy$VirtualFilterChain.doFilter(FilterChainProxy.java:320)
at org.springframework.security.web.access.intercept.FilterSecurityInterceptor.invoke(FilterSecurityInterceptor.java:127)
at org.springframework.security.web.access.intercept.FilterSecurityInterceptor.doFilter(FilterSecurityInterceptor.java:91)
at org.springframework.security.web.FilterChainProxy$VirtualFilterChain.doFilter(FilterChainProxy.java:334)
at org.springframework.security.web.access.ExceptionTranslationFilter.doFilter(ExceptionTranslationFilter.java:119)
at org.springframework.security.web.FilterChainProxy$VirtualFilterChain.doFilter(FilterChainProxy.java:334)
at org.springframework.security.web.session.SessionManagementFilter.doFilter(SessionManagementFilter.java:137)
at org.springframework.security.web.FilterChainProxy$VirtualFilterChain.doFilter(FilterChainProxy.java:334)
at org.springframework.security.web.authentication.AnonymousAuthenticationFilter.doFilter(AnonymousAuthenticationFilter.java:111)
at org.springframework.security.web.FilterChainProxy$VirtualFilterChain.doFilter(FilterChainProxy.java:334)
at org.springframework.security.web.authentication.rememberme.RememberMeAuthenticationFilter.doFilter(RememberMeAuthenticationFilter.java:150)
at org.springframework.security.web.FilterChainProxy$VirtualFilterChain.doFilter(FilterChainProxy.java:334)
at org.springframework.security.web.servletapi.SecurityContextHolderAwareRequestFilter.doFilter(SecurityContextHolderAwareRequestFilter.java:170)
at org.springframework.security.web.FilterChainProxy$VirtualFilterChain.doFilter(FilterChainProxy.java:334)
at org.springframework.security.web.savedrequest.RequestCacheAwareFilter.doFilter(RequestCacheAwareFilter.java:63)
at org.springframework.security.web.FilterChainProxy$VirtualFilterChain.doFilter(FilterChainProxy.java:334)
at org.springframework.security.web.authentication.AbstractAuthenticationProcessingFilter.doFilter(AbstractAuthenticationProcessingFilter.java:200)
at org.springframework.security.web.FilterChainProxy$VirtualFilterChain.doFilter(FilterChainProxy.java:334)
at org.springframework.security.web.authentication.logout.LogoutFilter.doFilter(LogoutFilter.java:116)
at org.springframework.security.web.FilterChainProxy$VirtualFilterChain.doFilter(FilterChainProxy.java:334)
at org.springframework.security.web.header.HeaderWriterFilter.doFilterInternal(HeaderWriterFilter.java:66)
at org.springframework.web.filter.OncePerRequestFilter.doFilter(OncePerRequestFilter.java:107)
at org.springframework.security.web.FilterChainProxy$VirtualFilterChain.doFilter(FilterChainProxy.java:334)
at org.springframework.security.web.context.SecurityContextPersistenceFilter.doFilter(SecurityContextPersistenceFilter.java:105)
at org.springframework.security.web.FilterChainProxy$VirtualFilterChain.doFilter(FilterChainProxy.java:334)
at org.springframework.security.web.context.request.async.WebAsyncManagerIntegrationFilter.doFilterInternal(WebAsyncManagerIntegrationFilter.java:56)
at org.springframework.web.filter.OncePerRequestFilter.doFilter(OncePerRequestFilter.java:107)
at org.springframework.security.web.FilterChainProxy$VirtualFilterChain.doFilter(FilterChainProxy.java:334)
at org.springframework.security.web.FilterChainProxy.doFilterInternal(FilterChainProxy.java:215)
at org.springframework.security.web.FilterChainProxy.doFilter(FilterChainProxy.java:178)
at org.springframework.web.filter.DelegatingFilterProxy.invokeDelegate(DelegatingFilterProxy.java:357)
at org.springframework.web.filter.DelegatingFilterProxy.doFilter(DelegatingFilterProxy.java:270)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at org.springframework.web.filter.RequestContextFilter.doFilterInternal(RequestContextFilter.java:99)
at org.springframework.web.filter.OncePerRequestFilter.doFilter(OncePerRequestFilter.java:107)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at org.springframework.web.filter.HttpPutFormContentFilter.doFilterInternal(HttpPutFormContentFilter.java:109)
at org.springframework.web.filter.OncePerRequestFilter.doFilter(OncePerRequestFilter.java:107)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at org.springframework.web.filter.HiddenHttpMethodFilter.doFilterInternal(HiddenHttpMethodFilter.java:93)
at org.springframework.web.filter.OncePerRequestFilter.doFilter(OncePerRequestFilter.java:107)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at org.springframework.web.filter.CharacterEncodingFilter.doFilterInternal(CharacterEncodingFilter.java:200)
at org.springframework.web.filter.OncePerRequestFilter.doFilter(OncePerRequestFilter.java:107)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at org.apache.catalina.core.StandardWrapperValve.invoke(StandardWrapperValve.java:198)
at org.apache.catalina.core.StandardContextValve.invoke(StandardContextValve.java:96)
at org.apache.catalina.authenticator.AuthenticatorBase.invoke(AuthenticatorBase.java:493)
at org.apache.catalina.core.StandardHostValve.invoke(StandardHostValve.java:140)
at org.apache.catalina.valves.ErrorReportValve.invoke(ErrorReportValve.java:81)
at org.apache.catalina.core.StandardEngineValve.invoke(StandardEngineValve.java:87)
at org.apache.catalina.connector.CoyoteAdapter.service(CoyoteAdapter.java:342)
at org.apache.coyote.http11.Http11Processor.service(Http11Processor.java:800)
at org.apache.coyote.AbstractProcessorLight.process(AbstractProcessorLight.java:66)
at org.apache.coyote.AbstractProtocol$ConnectionHandler.process(AbstractProtocol.java:806)
at org.apache.tomcat.util.net.NioEndpoint$SocketProcessor.doRun(NioEndpoint.java:1498)
at org.apache.tomcat.util.net.SocketProcessorBase.run(SocketProcessorBase.java:49)
at java.util.concurrent.ThreadPoolExecutor.runWorker(Unknown Source)
at java.util.concurrent.ThreadPoolExecutor$Worker.run(Unknown Source)
at org.apache.tomcat.util.threads.TaskThread$WrappingRunnable.run(TaskThread.java:61)
at java.lang.Thread.run(Unknown Source)
Caused by: javax.net.ssl.SSLException: Unrecognized SSL message, plaintext connection?
at sun.security.ssl.InputRecord.handleUnknownRecord(Unknown Source)
at sun.security.ssl.InputRecord.read(Unknown Source)
at sun.security.ssl.SSLSocketImpl.readRecord(Unknown Source)
at sun.security.ssl.SSLSocketImpl.performInitialHandshake(Unknown Source)
at sun.security.ssl.SSLSocketImpl.startHandshake(Unknown Source)
at sun.security.ssl.SSLSocketImpl.startHandshake(Unknown Source)
at com.sun.mail.util.SocketFetcher.configureSSLSocket(SocketFetcher.java:549)
at com.sun.mail.util.SocketFetcher.createSocket(SocketFetcher.java:354)
at com.sun.mail.util.SocketFetcher.getSocket(SocketFetcher.java:211)
at com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:1927)
... 95 mor
So anybody could help please

Answer 1

The error message is pretty clear Could not connect to SMTP host: smtp.gmail.com, port: 25.
MailSender is trying to connect to the default SMTP port (25). Correct SMTP port when using TLS is 587
Probably you should replace
mail.smtp.port= 587
with
spring.mail.properties.mail.smtp.port=587
or
spring.mail.smtp.port=587
in order to allow Spring to autoconfigure mail sender

Answer 2

Try spring.mail.port instead of mail.smtp.port. Here is an example of mail configuration I've used successfully.