diff --git a/CHANGELOG.md b/CHANGELOG.md
index cc865e3..a83109d 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -2,6 +2,7 @@
 
 v1.5
 ---
+- Fix FLEXIAPI-192 Clear and upgrade properly the account dictionary entries if the entries are already existing
 - Fix FLEXIAPI-191 Add quotes for the pn-prid parameter in FlexisipPusherConnector
 - Fix FLEXIAPI-186 Ensure that empty objects are serialized in JSON as objects and not empty arrays
 - Fix FLEXIAPI-185 Return null if the account dictionary is empty in the API
diff --git a/flexiapi/app/Account.php b/flexiapi/app/Account.php
index 8ef104f..a60a80c 100644
--- a/flexiapi/app/Account.php
+++ b/flexiapi/app/Account.php
@@ -22,7 +22,6 @@ namespace App;
 use Illuminate\Database\Eloquent\Factories\HasFactory;
 use Illuminate\Database\Eloquent\Builder;
 use Illuminate\Support\Facades\Auth;
-use Illuminate\Support\Collection;
 use Illuminate\Foundation\Auth\User as Authenticatable;
 use Illuminate\Http\Request;
 use Illuminate\Support\Str;
@@ -153,11 +152,8 @@ class Account extends Authenticatable
 
     public function setDictionaryEntry(string $key, string $value): AccountDictionaryEntry
     {
-        $entry = $this->dictionaryEntries->where('key', $key)->first();
-
-        if (!$entry) {
-            $entry = new AccountDictionaryEntry;
-        }
+        $this->dictionaryEntries()->where('key', $key)->delete();
+        $entry = new AccountDictionaryEntry;
 
         $entry->account_id = $this->id;
         $entry->key = $key;
diff --git a/flexiapi/tests/Feature/ApiAccountDictionaryTest.php b/flexiapi/tests/Feature/ApiAccountDictionaryTest.php
index af7efac..cd8b710 100644
--- a/flexiapi/tests/Feature/ApiAccountDictionaryTest.php
+++ b/flexiapi/tests/Feature/ApiAccountDictionaryTest.php
@@ -75,7 +75,7 @@ class ApiAccountDictionaryTest extends TestCase
         $this->keyAuthenticated($admin)
             ->json($this->method, $this->route . '/' . $account->id . '/dictionary/' . $key, [
                 'value' => $newValue
-            ])->assertStatus(200);
+            ])->assertStatus(201);
 
         $this->keyAuthenticated($admin)
             ->get($this->route . '/' . $account->id . '/dictionary/')
diff --git a/flexiapi/tests/Feature/ApiAccountTest.php b/flexiapi/tests/Feature/ApiAccountTest.php
index b1fee56..5b2138f 100644
--- a/flexiapi/tests/Feature/ApiAccountTest.php
+++ b/flexiapi/tests/Feature/ApiAccountTest.php
@@ -400,6 +400,29 @@ class ApiAccountTest extends TestCase
 
         // Account update
 
+        $this->keyAuthenticated($admin)
+            ->json('PUT', $this->route . '/' . $accountId, [
+                'username' => 'john3',
+                'password' => 'bar',
+                'algorithm' => 'SHA-256',
+                'dictionary' => [
+                    $entryNewKey => $entryNewValue
+                ]
+            ])
+            ->assertJsonMissing([
+                'dictionary' => [
+                    $entryKey => $entryValue
+                ]
+            ])
+            ->assertJson([
+                'dictionary' => [
+                    $entryNewKey => $entryNewValue
+                ]
+            ])
+            ->assertStatus(200);
+
+        // ...twice
+
         $this->keyAuthenticated($admin)
             ->json('PUT', $this->route . '/' . $accountId, [
                 'username' => 'john3',