diff --git a/redaction-service-v1/redaction-service-server-v1/src/main/java/com/iqser/red/service/redaction/v1/server/service/document/EntityCreationService.java b/redaction-service-v1/redaction-service-server-v1/src/main/java/com/iqser/red/service/redaction/v1/server/service/document/EntityCreationService.java
index 0e1c21c8..cec16515 100644
--- a/redaction-service-v1/redaction-service-server-v1/src/main/java/com/iqser/red/service/redaction/v1/server/service/document/EntityCreationService.java
+++ b/redaction-service-v1/redaction-service-server-v1/src/main/java/com/iqser/red/service/redaction/v1/server/service/document/EntityCreationService.java
@@ -208,7 +208,7 @@ public class EntityCreationService {
                     .filter(stopBoundary -> stopBoundary.start() > startTextRange.end())
                     .min(Comparator.comparingInt(TextRange::start));
             if (optionalStopTextRangeWithMinimalDistance.isEmpty()) {
-                break;
+                continue;
             }
             entityBoundaries.add(new TextRange(startTextRange.end(), optionalStopTextRangeWithMinimalDistance.get().start()));
         }
@@ -223,7 +223,8 @@ public class EntityCreationService {
         For Example consider the text: "a this is some text. a here is more text b". If "a" is the start string and "b" is the stop string, there are two possibilities.
         "this is some text. a here is more text" and "here is more text". We only want to keep the latter.
          */
-        return entityTextRanges.stream().filter(boundary -> entityTextRanges.stream().noneMatch(innerBoundary -> innerBoundary != boundary && innerBoundary.containedBy(boundary)))
+        return entityTextRanges.stream()
+                .filter(boundary -> entityTextRanges.stream().noneMatch(innerBoundary -> !innerBoundary.equals(boundary) && innerBoundary.containedBy(boundary)))
                 .toList();
 
     }
diff --git a/redaction-service-v1/redaction-service-server-v1/src/test/java/com/iqser/red/service/redaction/v1/server/DocumineFloraTest.java b/redaction-service-v1/redaction-service-server-v1/src/test/java/com/iqser/red/service/redaction/v1/server/DocumineFloraTest.java
index e56944fd..d79234ce 100644
--- a/redaction-service-v1/redaction-service-server-v1/src/test/java/com/iqser/red/service/redaction/v1/server/DocumineFloraTest.java
+++ b/redaction-service-v1/redaction-service-server-v1/src/test/java/com/iqser/red/service/redaction/v1/server/DocumineFloraTest.java
@@ -48,7 +48,7 @@ public class DocumineFloraTest extends AbstractRedactionIntegrationTest {
 //    @Disabled
     public void titleExtraction() throws IOException {
 
-        AnalyzeRequest request = uploadFileToStorage("files/Documine/Flora/ProblemDocs/8.SYN524464 FS (A16148F) - Teste de Ames (1).pdf");
+        AnalyzeRequest request = uploadFileToStorage("files/Documine/Flora/_000008810-0.2.pdf");
 
 //        AnalyzeRequest request = prepareStorage("files/Documine/Flora/ProblemDocs/SOLICITA_VICTRATO-GOLD-II_Item 21_Mutacao_Genica (1).pdf",
 //                "files/Documine/Flora/ProblemDocs/SOLICITA_VICTRATO-GOLD-II_Item 21_Mutacao_Genica (1).TABLES.json");
diff --git a/redaction-service-v1/redaction-service-server-v1/src/test/resources/files/Documine/Flora/_000008810-0.2.pdf b/redaction-service-v1/redaction-service-server-v1/src/test/resources/files/Documine/Flora/_000008810-0.2.pdf
new file mode 100644
index 00000000..2a3465ad
Binary files /dev/null and b/redaction-service-v1/redaction-service-server-v1/src/test/resources/files/Documine/Flora/_000008810-0.2.pdf differ