On Sat, Feb 28, 2026 at 3:58 PM Dimitris Soumis <[email protected]> wrote:

> On Fri, Feb 27, 2026 at 8:31 PM Short, William J. <[email protected]>
> wrote:
>
>> Wow! There was no files.xml in the Catalina/localhost directory. I copied
>> that file from the existing server and immediately the attachment problem
>> was fixed.
>>
>> The email notification issue still exists. Below is the Tomcat page that
>> pops up when I try to send.
>>
>> Attached is the .txt file that was created as soon as a I attempted to
>> send the notification message. That was in C:/Program Files/Apache Software
>> Foundation/Tomcat 10.1/Logs
>>
>> Let me know if there are any other logs you might need.
>>
>> And THANK YOU!
>>
>> HTTP Status 500 – Internal Server Error
>> Type Exception Report
>>
>> Message An exception occurred processing [MainView.jsp] at line [85]
>>
>> Description The server encountered an unexpected condition that prevented
>> it from fulfilling the request.
>>
>> Exception
>>
>> org.apache.jasper.JasperException: An exception occurred processing
>> [MainView.jsp] at line [85]
>>
>> 82: response.sendRedirect("login.action?reason="
>> 83: + sessionBeanId.getLoginStatus());
>> 84: } else {
>> 85: MainViewBeanId.initialize(request);
>> 86: // MainViewBeanId.retrieveChanges(sessionBeanId);
>> 87: // MainViewBeanId.retrieveTasks(sessionBeanId);
>> 88: //<body onLoad="return showDeletionMessage('<jsp:getProperty
>> name="MainViewBeanId" property="deletionError"/>')">
>>
>>
>> Stacktrace:
>>
>> org.apache.jasper.servlet.JspServletWrapper.handleJspException(JspServletWrapper.java:599)
>>
>> org.apache.jasper.servlet.JspServletWrapper.service(JspServletWrapper.java:478)
>> org.apache.jasper.servlet.JspServlet.serviceJspFile(JspServlet.java:380)
>> org.apache.jasper.servlet.JspServlet.service(JspServlet.java:328)
>> jakarta.servlet.http.HttpServlet.service(HttpServlet.java:658)
>> org.apache.tomcat.websocket.server.WsFilter.doFilter(WsFilter.java:51)
>> octane.Home.doGet(Home.java:314)
>> jakarta.servlet.http.HttpServlet.service(HttpServlet.java:564)
>> jakarta.servlet.http.HttpServlet.service(HttpServlet.java:658)
>> org.apache.tomcat.websocket.server.WsFilter.doFilter(WsFilter.java:51)
>> Root Cause
>>
>> jakarta.servlet.ServletException: java.lang.NoClassDefFoundError:
>> com/sun/mail/util/MailLogger
>>
>> org.apache.jasper.runtime.PageContextImpl.handlePageException(PageContextImpl.java:666)
>> org.apache.jsp.MainView_jsp._jspService(MainView_jsp.java:298)
>> org.apache.jasper.runtime.HttpJspBase.service(HttpJspBase.java:70)
>> jakarta.servlet.http.HttpServlet.service(HttpServlet.java:658)
>>
>> org.apache.jasper.servlet.JspServletWrapper.service(JspServletWrapper.java:456)
>> org.apache.jasper.servlet.JspServlet.serviceJspFile(JspServlet.java:380)
>> org.apache.jasper.servlet.JspServlet.service(JspServlet.java:328)
>> jakarta.servlet.http.HttpServlet.service(HttpServlet.java:658)
>> org.apache.tomcat.websocket.server.WsFilter.doFilter(WsFilter.java:51)
>> octane.Home.doGet(Home.java:314)
>> jakarta.servlet.http.HttpServlet.service(HttpServlet.java:564)
>> jakarta.servlet.http.HttpServlet.service(HttpServlet.java:658)
>> org.apache.tomcat.websocket.server.WsFilter.doFilter(WsFilter.java:51)
>> Root Cause
>>
>> java.lang.NoClassDefFoundError: com/sun/mail/util/MailLogger
>> javax.mail.Session.initLogger(Session.java:283)
>> javax.mail.Session.<init>(Session.java:268)
>> javax.mail.Session.getDefaultInstance(Session.java:378)
>> octane.JobManager.sendSingleEmail(JobManager.java:242)
>> octane.MainViewBean.initialize(MainViewBean.java:145)
>> org.apache.jsp.MainView_jsp._jspService(MainView_jsp.java:237)
>> org.apache.jasper.runtime.HttpJspBase.service(HttpJspBase.java:70)
>> jakarta.servlet.http.HttpServlet.service(HttpServlet.java:658)
>>
>> org.apache.jasper.servlet.JspServletWrapper.service(JspServletWrapper.java:456)
>> org.apache.jasper.servlet.JspServlet.serviceJspFile(JspServlet.java:380)
>> org.apache.jasper.servlet.JspServlet.service(JspServlet.java:328)
>> jakarta.servlet.http.HttpServlet.service(HttpServlet.java:658)
>> org.apache.tomcat.websocket.server.WsFilter.doFilter(WsFilter.java:51)
>> octane.Home.doGet(Home.java:314)
>> jakarta.servlet.http.HttpServlet.service(HttpServlet.java:564)
>> jakarta.servlet.http.HttpServlet.service(HttpServlet.java:658)
>> org.apache.tomcat.websocket.server.WsFilter.doFilter(WsFilter.java:51)
>> Note The full stack trace of the root cause is available in the server
>> logs.
>>
>
> Your application uses JavaMail (javax.mail.Session), but the
> implementation classes are missing from the runtime classpath.
>
> These jars should be present in your working Tomcat 9 deployment in
> WEB-INF/lib, in Tomcat’s lib, or even in the JRE’s
> old <JAVA_HOME>/jre/lib/ext mechanism.
> Locate and copy the JavaMail implementation jars from the old server to
> the new one. You will also need to add the latest version
> of javax.activation jar for it to work with Java >= 11.
>

Note that if your mail session is configured through .xml files, and not
bundled as a standalone jar, the sole way forward is to align your code
with the Jakarta Mail API
https://tomcat.apache.org/tomcat-10.1-doc/jndi-resources-howto.html#Jakarta_Mail_Sessions


You can also utilize the https://tomcat.apache.org/download-migration.cgi
for that.


>
>
>> Apache Tomcat/10.1.8
>>
>>
>> -----Original Message-----
>> From: Dimitris Soumis <[email protected]>
>> Sent: Friday, February 27, 2026 10:44 AM
>> To: Tomcat Users List <[email protected]>
>> Subject: Re: Apache Tomcat 10 Issue
>>
>> On Fri, Feb 27, 2026 at 4:56 PM Short, William J. <[email protected]>
>> wrote:
>>
>> > We have been using a Firebird Database with Java and Tomcat. The
>> > vendor who sold us this system has abandoned us after receiving
>> > payment to help us upgrade.
>> >
>> > Moving it to a new Windows Server and upgrading because of
>> > vulnerabilities in Apache Tomcat 9.0.16.
>> >
>> > I can open the web page and login and see all of the records I am
>> > supposed to see. Two things that do not work that may be Tomcat
>> > related. Opening attachments that are attached to a record and
>> > sending an email notification. Here is the message received when
>> > trying to open an attachment.
>> >
>> > HTTP Status 404 - Not Found
>> > ________________________________
>> > Type Status Report
>> > Message The requested resource
>> > [/files/Requests/Change%2021743/flameproof%20castings.xlsx] is not
>> > available Description The origin server did not find a current
>> > representation for the target resource or is not willing to disclose
>> that one exists.
>> > ________________________________
>> > Apache Tomcat/10.1.8
>> >
>> >
>> > "/files/Requests/Change%2021743/flameproof%20castings.xlsx" is the
>> > correct location for the attachment. This matches the current working
>> server.
>> >
>> > Here are the versions that we are going to and from:
>> >
>> > Firebird 3.0.4.33054 to 3.0.13.33818
>> >
>> > Java 8 to Microsoft JDK with Hotspot 11.0.23+9
>> >
>> > Apache Tomcat 9.0.16 to 10.1.8
>> >
>> >
>> > Any help would be greatly appreciated.
>> >
>> > Thanks,
>> >
>> > Bill Short
>> >
>> > Disclaimer
>> >
>> > The information contained in this communication from the sender is
>> > confidential. It is intended solely for use by the recipient and
>> > others authorized to receive it. If you are not the recipient, you are
>> > hereby notified that any disclosure, copying, distribution or taking
>> > action in relation of the contents of this information is strictly
>> > prohibited and may be unlawful.
>> >
>> > This email has been scanned for viruses and malware, and may have been
>> > automatically archived by Mimecast, a leader in email security and
>> > cyber resilience. Mimecast integrates email defenses with brand
>> > protection, security awareness training, web security, compliance and
>> > other essential capabilities. Mimecast helps protect large and small
>> > organizations from malicious activity, human error and technology
>> > failure; and to lead the movement toward building a more resilient
>> > world. To find out more, visit our website.
>> >
>>
>> Bill,
>>
>> Upgrading from Tomcat 9 to 10.1 is not a security upgrade but rather a
>> Jakarta EE migration (javax.* to jakarta.*).If your app isn’t explicitly
>> Jakarta ready, parts of it can break in ways that look unrelated. Latest
>> Tomcat 9 release, 9.0.115, contains fixes for all known issues in previous
>> versions. Additionally, version 10.1.8 is quite old and you should consider
>> upgrading to the latest 10.1.52.
>>
>> A 404 status usually indicates that the /files context isn’t mapped, or
>> Tomcat can’t access the underlying path.
>>
>> Please check these on your current deployment:
>> 1) Do you have webapps/files ? Yes. That is where the .war file is
>> located and the program (named Octane) also has a directory under webapps.
>> 2) Do you have conf/Catalina/localhost/files.xml?
>> 3) Do you see any line indicating the error in Tomcat logs/ ?
>> 4) Does your Windows account, under which the service is running, have
>> read access to the attachments directory?
>>
>> Tomcat itself doesn’t send emails. The broken email notification may be
>> directly related to the Jakarta namespace changes that come with Tomcat
>> 10.1, which your app/libraries may not adhere to.
>>
>> We can investigate further if you provide the stack trace from the logs.
>>
>> Kind regards,
>> Dimitris
>>
>>
>> *Disclaimer*
>>
>> The information contained in this communication from the sender is
>> confidential. It is intended solely for use by the recipient and others
>> authorized to receive it. If you are not the recipient, you are hereby
>> notified that any disclosure, copying, distribution or taking action in
>> relation of the contents of this information is strictly prohibited and may
>> be unlawful.
>>
>> This email has been scanned for viruses and malware, and may have been
>> automatically archived by Mimecast, a leader in email security and cyber
>> resilience. Mimecast integrates email defenses with brand protection,
>> security awareness training, web security, compliance and other essential
>> capabilities. Mimecast helps protect large and small organizations from
>> malicious activity, human error and technology failure; and to lead the
>> movement toward building a more resilient world. To find out more, visit
>> our website.
>>
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>>
>
> Dimitris
>

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