diff --git a/redaction-service-v1/redaction-service-server-v1/src/main/java/com/iqser/red/service/redaction/v1/server/service/DictionaryService.java b/redaction-service-v1/redaction-service-server-v1/src/main/java/com/iqser/red/service/redaction/v1/server/service/DictionaryService.java
index 094d9591..e459ba22 100644
--- a/redaction-service-v1/redaction-service-server-v1/src/main/java/com/iqser/red/service/redaction/v1/server/service/DictionaryService.java
+++ b/redaction-service-v1/redaction-service-server-v1/src/main/java/com/iqser/red/service/redaction/v1/server/service/DictionaryService.java
@@ -160,13 +160,19 @@ public class DictionaryService {
 
                 List<DictionaryModel> dictionary = typeResponse.stream().map(t -> {
 
-                    Optional<DictionaryModel> oldModel;
+                    Optional<DictionaryModel> optionalOldModel;
                     if (dossierId == null) {
                         var representation = getDossierTemplateDictionary(dossierTemplateId);
-                        oldModel = representation != null ? representation.getDictionary().stream().filter(f -> f.getType().equals(t.getType())).findAny() : Optional.empty();
+                        optionalOldModel = representation != null ? representation.getDictionary()
+                                .stream()
+                                .filter(f -> f.getType().equals(t.getType()))
+                                .findAny() : Optional.empty();
                     } else {
                         var representation = getDossierDictionary(dossierId);
-                        oldModel = representation != null ? representation.getDictionary().stream().filter(f -> f.getType().equals(t.getType())).findAny() : Optional.empty();
+                        optionalOldModel = representation != null ? representation.getDictionary()
+                                .stream()
+                                .filter(f -> f.getType().equals(t.getType()))
+                                .findAny() : Optional.empty();
                     }
 
                     Set<DictionaryEntryModel> entries = new HashSet<>();
@@ -179,19 +185,38 @@ public class DictionaryService {
                     var newFalsePositivesValues = newEntries.getFalsePositives().stream().map(DictionaryEntry::getValue).collect(Collectors.toSet());
                     var newFalseRecommendationsValues = newEntries.getFalseRecommendations().stream().map(DictionaryEntry::getValue).collect(Collectors.toSet());
 
-                    oldModel.ifPresent(oldDictionaryModel -> {
+                    optionalOldModel.ifPresent(oldDictionaryModel -> {
 
                     });
-                    // add old entries from existing DictionaryModel
-                    oldModel.ifPresent(dictionaryModel -> entries.addAll(dictionaryModel.getEntries().stream().filter(f -> !newValues.contains(f.getValue())).toList()));
-                    oldModel.ifPresent(dictionaryModel -> falsePositives.addAll(dictionaryModel.getFalsePositives()
-                            .stream()
-                            .filter(f -> !newFalsePositivesValues.contains(f.getValue()))
-                            .toList()));
-                    oldModel.ifPresent(dictionaryModel -> falseRecommendations.addAll(dictionaryModel.getFalseRecommendations()
-                            .stream()
-                            .filter(f -> !newFalseRecommendationsValues.contains(f.getValue()))
-                            .toList()));
+                    if (optionalOldModel.isPresent()) {
+                        var oldModel = optionalOldModel.get();
+                        if (oldModel.isCaseInsensitive() && !t.isCaseInsensitive()) {
+                            // add old entries from existing DictionaryModel but exclude lower case representation
+                            entries.addAll(oldModel.getEntries().stream().filter(f -> !newValues.stream().map(s -> s.toLowerCase(Locale.ROOT)).toList().contains(f.getValue())).toList());
+                            falsePositives.addAll(oldModel.getFalsePositives()
+                                    .stream()
+                                    .filter(f -> !newFalsePositivesValues.stream().map(s -> s.toLowerCase(Locale.ROOT)).toList().contains(f.getValue()))
+                                    .toList());
+                            falseRecommendations.addAll(oldModel.getFalseRecommendations()
+                                    .stream()
+                                    .filter(f -> !newFalseRecommendationsValues.stream().map(s -> s.toLowerCase(Locale.ROOT)).toList().contains(f.getValue()))
+                                    .toList());
+                        } else if (!oldModel.isCaseInsensitive() && t.isCaseInsensitive()) {
+                            // add old entries from existing DictionaryModel but exclude upper case representation
+                            entries.addAll(oldModel.getEntries().stream().filter(f -> !newValues.contains(f.getValue().toLowerCase(Locale.ROOT))).toList());
+                            falsePositives.addAll(oldModel.getFalsePositives().stream().filter(f -> !newFalsePositivesValues.contains(f.getValue().toLowerCase(Locale.ROOT))).toList());
+                            falseRecommendations.addAll(oldModel.getFalseRecommendations()
+                                    .stream()
+                                    .filter(f -> !newFalseRecommendationsValues.contains(f.getValue().toLowerCase(Locale.ROOT)))
+                                    .toList());
+
+                        } else {
+                            // add old entries from existing DictionaryModel
+                            entries.addAll(oldModel.getEntries().stream().filter(f -> !newValues.contains(f.getValue())).toList());
+                            falsePositives.addAll(oldModel.getFalsePositives().stream().filter(f -> !newFalsePositivesValues.contains(f.getValue())).toList());
+                            falseRecommendations.addAll(oldModel.getFalseRecommendations().stream().filter(f -> !newFalseRecommendationsValues.contains(f.getValue())).toList());
+                        }
+                    }
 
                     // Add Increments
                     entries.addAll(newEntries.getEntries());