diff --git a/meilisearch/tests/common/index.rs b/meilisearch/tests/common/index.rs
index c127af921..96ac5ce2e 100644
--- a/meilisearch/tests/common/index.rs
+++ b/meilisearch/tests/common/index.rs
@@ -30,7 +30,7 @@ impl Index<'_> {
             .post_str(
                 url,
                 include_str!("../assets/test_set.json"),
-                ("content-type", "application/json"),
+                vec![("content-type", "application/json")],
             )
             .await;
         assert_eq!(code, 202);
@@ -46,7 +46,7 @@ impl Index<'_> {
             .post_str(
                 url,
                 include_str!("../assets/test_set.ndjson"),
-                ("content-type", "application/x-ndjson"),
+                vec![("content-type", "application/x-ndjson")],
             )
             .await;
         assert_eq!(code, 202);
@@ -96,6 +96,21 @@ impl Index<'_> {
         self.service.post_encoded(url, documents, self.encoder).await
     }
 
+    pub async fn raw_add_documents(
+        &self,
+        payload: &str,
+        content_type: Option<&str>,
+        query_parameter: &str,
+    ) -> (Value, StatusCode) {
+        let url = format!("/indexes/{}/documents{}", urlencode(self.uid.as_ref()), query_parameter);
+
+        if let Some(content_type) = content_type {
+            self.service.post_str(url, payload, vec![("Content-Type", content_type)]).await
+        } else {
+            self.service.post_str(url, payload, Vec::new()).await
+        }
+    }
+
     pub async fn update_documents(
         &self,
         documents: Value,
@@ -110,6 +125,21 @@ impl Index<'_> {
         self.service.put_encoded(url, documents, self.encoder).await
     }
 
+    pub async fn raw_update_documents(
+        &self,
+        payload: &str,
+        content_type: Option<&str>,
+        query_parameter: &str,
+    ) -> (Value, StatusCode) {
+        let url = format!("/indexes/{}/documents{}", urlencode(self.uid.as_ref()), query_parameter);
+
+        if let Some(content_type) = content_type {
+            self.service.put_str(url, payload, vec![("Content-Type", content_type)]).await
+        } else {
+            self.service.put_str(url, payload, Vec::new()).await
+        }
+    }
+
     pub async fn wait_task(&self, update_id: u64) -> Value {
         // try several times to get status, or panic to not wait forever
         let url = format!("/tasks/{}", update_id);
diff --git a/meilisearch/tests/common/service.rs b/meilisearch/tests/common/service.rs
index f1b800753..c6ac65418 100644
--- a/meilisearch/tests/common/service.rs
+++ b/meilisearch/tests/common/service.rs
@@ -34,17 +34,18 @@ impl Service {
         self.request(req).await
     }
 
-    /// Send a test post request from a text body, with a `content-type:application/json` header.
+    /// Send a test post request from a text body.
     pub async fn post_str(
         &self,
         url: impl AsRef<str>,
         body: impl AsRef<str>,
-        header: (&str, &str),
+        headers: Vec<(&str, &str)>,
     ) -> (Value, StatusCode) {
-        let req = test::TestRequest::post()
-            .uri(url.as_ref())
-            .set_payload(body.as_ref().to_string())
-            .insert_header(header);
+        let mut req =
+            test::TestRequest::post().uri(url.as_ref()).set_payload(body.as_ref().to_string());
+        for header in headers {
+            req = req.insert_header(header);
+        }
         self.request(req).await
     }
 
@@ -57,6 +58,21 @@ impl Service {
         self.put_encoded(url, body, Encoder::Plain).await
     }
 
+    /// Send a test put request from a text body.
+    pub async fn put_str(
+        &self,
+        url: impl AsRef<str>,
+        body: impl AsRef<str>,
+        headers: Vec<(&str, &str)>,
+    ) -> (Value, StatusCode) {
+        let mut req =
+            test::TestRequest::put().uri(url.as_ref()).set_payload(body.as_ref().to_string());
+        for header in headers {
+            req = req.insert_header(header);
+        }
+        self.request(req).await
+    }
+
     pub async fn put_encoded(
         &self,
         url: impl AsRef<str>,
diff --git a/meilisearch/tests/documents/errors.rs b/meilisearch/tests/documents/errors.rs
index ffec01062..fcccf8e15 100644
--- a/meilisearch/tests/documents/errors.rs
+++ b/meilisearch/tests/documents/errors.rs
@@ -1,5 +1,6 @@
 use meili_snap::*;
 use serde_json::json;
+use urlencoding::encode;
 
 use crate::common::Server;
 
@@ -97,3 +98,317 @@ async fn delete_documents_batch() {
     }
     "###);
 }
+
+#[actix_rt::test]
+async fn replace_documents_missing_payload() {
+    let server = Server::new().await;
+    let index = server.index("test");
+
+    let (response, code) = index.raw_add_documents("", Some("application/json"), "").await;
+    snapshot!(code, @"400 Bad Request");
+    snapshot!(json_string!(response), @r###"
+    {
+      "message": "A json payload is missing.",
+      "code": "missing_payload",
+      "type": "invalid_request",
+      "link": "https://docs.meilisearch.com/errors#missing_payload"
+    }
+    "###);
+
+    let (response, code) = index.raw_add_documents("", Some("application/x-ndjson"), "").await;
+    snapshot!(code, @"400 Bad Request");
+    snapshot!(json_string!(response), @r###"
+    {
+      "message": "A ndjson payload is missing.",
+      "code": "missing_payload",
+      "type": "invalid_request",
+      "link": "https://docs.meilisearch.com/errors#missing_payload"
+    }
+    "###);
+
+    let (response, code) = index.raw_add_documents("", Some("text/csv"), "").await;
+    snapshot!(code, @"400 Bad Request");
+    snapshot!(json_string!(response), @r###"
+    {
+      "message": "A csv payload is missing.",
+      "code": "missing_payload",
+      "type": "invalid_request",
+      "link": "https://docs.meilisearch.com/errors#missing_payload"
+    }
+    "###);
+}
+
+#[actix_rt::test]
+async fn update_documents_missing_payload() {
+    let server = Server::new().await;
+    let index = server.index("test");
+
+    let (response, code) = index.raw_update_documents("", Some("application/json"), "").await;
+    snapshot!(code, @"400 Bad Request");
+    snapshot!(json_string!(response), @r###"
+    {
+      "message": "A json payload is missing.",
+      "code": "missing_payload",
+      "type": "invalid_request",
+      "link": "https://docs.meilisearch.com/errors#missing_payload"
+    }
+    "###);
+
+    let (response, code) = index.raw_update_documents("", Some("application/x-ndjson"), "").await;
+    snapshot!(code, @"400 Bad Request");
+    snapshot!(json_string!(response), @r###"
+    {
+      "message": "A ndjson payload is missing.",
+      "code": "missing_payload",
+      "type": "invalid_request",
+      "link": "https://docs.meilisearch.com/errors#missing_payload"
+    }
+    "###);
+
+    let (response, code) = index.raw_update_documents("", Some("text/csv"), "").await;
+    snapshot!(code, @"400 Bad Request");
+    snapshot!(json_string!(response), @r###"
+    {
+      "message": "A csv payload is missing.",
+      "code": "missing_payload",
+      "type": "invalid_request",
+      "link": "https://docs.meilisearch.com/errors#missing_payload"
+    }
+    "###);
+}
+
+#[actix_rt::test]
+async fn replace_documents_missing_content_type() {
+    let server = Server::new().await;
+    let index = server.index("test");
+
+    let (response, code) = index.raw_add_documents("", None, "").await;
+    snapshot!(code, @"415 Unsupported Media Type");
+    snapshot!(json_string!(response), @r###"
+    {
+      "message": "A Content-Type header is missing. Accepted values for the Content-Type header are: `application/json`, `application/x-ndjson`, `text/csv`",
+      "code": "missing_content_type",
+      "type": "invalid_request",
+      "link": "https://docs.meilisearch.com/errors#missing_content_type"
+    }
+    "###);
+
+    // even with a csv delimiter specified this error is triggered first
+    let (response, code) = index.raw_add_documents("", None, "?csvDelimiter=;").await;
+    snapshot!(code, @"415 Unsupported Media Type");
+    snapshot!(json_string!(response), @r###"
+    {
+      "message": "A Content-Type header is missing. Accepted values for the Content-Type header are: `application/json`, `application/x-ndjson`, `text/csv`",
+      "code": "missing_content_type",
+      "type": "invalid_request",
+      "link": "https://docs.meilisearch.com/errors#missing_content_type"
+    }
+    "###);
+}
+
+#[actix_rt::test]
+async fn update_documents_missing_content_type() {
+    let server = Server::new().await;
+    let index = server.index("test");
+
+    let (response, code) = index.raw_update_documents("", None, "").await;
+    snapshot!(code, @"415 Unsupported Media Type");
+    snapshot!(json_string!(response), @r###"
+    {
+      "message": "A Content-Type header is missing. Accepted values for the Content-Type header are: `application/json`, `application/x-ndjson`, `text/csv`",
+      "code": "missing_content_type",
+      "type": "invalid_request",
+      "link": "https://docs.meilisearch.com/errors#missing_content_type"
+    }
+    "###);
+
+    // even with a csv delimiter specified this error is triggered first
+    let (response, code) = index.raw_update_documents("", None, "?csvDelimiter=;").await;
+    snapshot!(code, @"415 Unsupported Media Type");
+    snapshot!(json_string!(response), @r###"
+    {
+      "message": "A Content-Type header is missing. Accepted values for the Content-Type header are: `application/json`, `application/x-ndjson`, `text/csv`",
+      "code": "missing_content_type",
+      "type": "invalid_request",
+      "link": "https://docs.meilisearch.com/errors#missing_content_type"
+    }
+    "###);
+}
+
+#[actix_rt::test]
+async fn replace_documents_bad_content_type() {
+    let server = Server::new().await;
+    let index = server.index("test");
+
+    let (response, code) = index.raw_add_documents("", Some("doggo"), "").await;
+    snapshot!(code, @"415 Unsupported Media Type");
+    snapshot!(json_string!(response), @r###"
+    {
+      "message": "The Content-Type `doggo` is invalid. Accepted values for the Content-Type header are: `application/json`, `application/x-ndjson`, `text/csv`",
+      "code": "invalid_content_type",
+      "type": "invalid_request",
+      "link": "https://docs.meilisearch.com/errors#invalid_content_type"
+    }
+    "###);
+}
+
+#[actix_rt::test]
+async fn update_documents_bad_content_type() {
+    let server = Server::new().await;
+    let index = server.index("test");
+
+    let (response, code) = index.raw_update_documents("", Some("doggo"), "").await;
+    snapshot!(code, @"415 Unsupported Media Type");
+    snapshot!(json_string!(response), @r###"
+    {
+      "message": "The Content-Type `doggo` is invalid. Accepted values for the Content-Type header are: `application/json`, `application/x-ndjson`, `text/csv`",
+      "code": "invalid_content_type",
+      "type": "invalid_request",
+      "link": "https://docs.meilisearch.com/errors#invalid_content_type"
+    }
+    "###);
+}
+
+#[actix_rt::test]
+async fn replace_documents_bad_csv_delimiter() {
+    let server = Server::new().await;
+    let index = server.index("test");
+
+    let (response, code) =
+        index.raw_add_documents("", Some("application/json"), "?csvDelimiter").await;
+    snapshot!(code, @"400 Bad Request");
+    snapshot!(json_string!(response), @r###"
+    {
+      "message": "Invalid value in parameter `csvDelimiter`: expected a string of one character, but found an empty string",
+      "code": "invalid_index_csv_delimiter",
+      "type": "invalid_request",
+      "link": "https://docs.meilisearch.com/errors#invalid_index_csv_delimiter"
+    }
+    "###);
+
+    let (response, code) =
+        index.raw_add_documents("", Some("application/json"), "?csvDelimiter=doggo").await;
+    snapshot!(code, @"400 Bad Request");
+    snapshot!(json_string!(response), @r###"
+    {
+      "message": "Invalid value in parameter `csvDelimiter`: expected a string of one character, but found the following string of 5 characters: `doggo`",
+      "code": "invalid_index_csv_delimiter",
+      "type": "invalid_request",
+      "link": "https://docs.meilisearch.com/errors#invalid_index_csv_delimiter"
+    }
+    "###);
+
+    let (response, code) =
+        index.raw_add_documents("", Some("application/json"), &format!("?csvDelimiter={}", encode("🍰"))).await;
+    snapshot!(code, @"400 Bad Request");
+    snapshot!(json_string!(response), @r###"
+    {
+      "message": "csv delimiter must be an ascii character. Found: `🍰`",
+      "code": "invalid_index_csv_delimiter",
+      "type": "invalid_request",
+      "link": "https://docs.meilisearch.com/errors#invalid_index_csv_delimiter"
+    }
+    "###);
+}
+
+#[actix_rt::test]
+async fn update_documents_bad_csv_delimiter() {
+    let server = Server::new().await;
+    let index = server.index("test");
+
+    let (response, code) =
+        index.raw_update_documents("", Some("application/json"), "?csvDelimiter").await;
+    snapshot!(code, @"400 Bad Request");
+    snapshot!(json_string!(response), @r###"
+    {
+      "message": "Invalid value in parameter `csvDelimiter`: expected a string of one character, but found an empty string",
+      "code": "invalid_index_csv_delimiter",
+      "type": "invalid_request",
+      "link": "https://docs.meilisearch.com/errors#invalid_index_csv_delimiter"
+    }
+    "###);
+
+    let (response, code) =
+        index.raw_update_documents("", Some("application/json"), "?csvDelimiter=doggo").await;
+    snapshot!(code, @"400 Bad Request");
+    snapshot!(json_string!(response), @r###"
+    {
+      "message": "Invalid value in parameter `csvDelimiter`: expected a string of one character, but found the following string of 5 characters: `doggo`",
+      "code": "invalid_index_csv_delimiter",
+      "type": "invalid_request",
+      "link": "https://docs.meilisearch.com/errors#invalid_index_csv_delimiter"
+    }
+    "###);
+
+    let (response, code) =
+        index.raw_update_documents("", Some("application/json"), &format!("?csvDelimiter={}", encode("🍰"))).await;
+    snapshot!(code, @"400 Bad Request");
+    snapshot!(json_string!(response), @r###"
+    {
+      "message": "csv delimiter must be an ascii character. Found: `🍰`",
+      "code": "invalid_index_csv_delimiter",
+      "type": "invalid_request",
+      "link": "https://docs.meilisearch.com/errors#invalid_index_csv_delimiter"
+    }
+    "###);
+}
+
+#[actix_rt::test]
+async fn replace_documents_csv_delimiter_with_bad_content_type() {
+    let server = Server::new().await;
+    let index = server.index("test");
+
+    let (response, code) =
+        index.raw_add_documents("", Some("application/json"), "?csvDelimiter=a").await;
+    snapshot!(code, @"415 Unsupported Media Type");
+    snapshot!(json_string!(response), @r###"
+    {
+      "message": "The Content-Type `application/json` does not support the use of a csv delimiter. The csv delimiter can only be used with the Content-Type `text/csv`.",
+      "code": "invalid_content_type",
+      "type": "invalid_request",
+      "link": "https://docs.meilisearch.com/errors#invalid_content_type"
+    }
+    "###);
+
+    let (response, code) =
+        index.raw_add_documents("", Some("application/x-ndjson"), "?csvDelimiter=a").await;
+    snapshot!(code, @"415 Unsupported Media Type");
+    snapshot!(json_string!(response), @r###"
+    {
+      "message": "The Content-Type `application/x-ndjson` does not support the use of a csv delimiter. The csv delimiter can only be used with the Content-Type `text/csv`.",
+      "code": "invalid_content_type",
+      "type": "invalid_request",
+      "link": "https://docs.meilisearch.com/errors#invalid_content_type"
+    }
+    "###);
+}
+
+#[actix_rt::test]
+async fn update_documents_csv_delimiter_with_bad_content_type() {
+    let server = Server::new().await;
+    let index = server.index("test");
+
+    let (response, code) =
+        index.raw_update_documents("", Some("application/json"), "?csvDelimiter=a").await;
+    snapshot!(code, @"415 Unsupported Media Type");
+    snapshot!(json_string!(response), @r###"
+    {
+      "message": "The Content-Type `application/json` does not support the use of a csv delimiter. The csv delimiter can only be used with the Content-Type `text/csv`.",
+      "code": "invalid_content_type",
+      "type": "invalid_request",
+      "link": "https://docs.meilisearch.com/errors#invalid_content_type"
+    }
+    "###);
+
+    let (response, code) =
+        index.raw_update_documents("", Some("application/x-ndjson"), "?csvDelimiter=a").await;
+    snapshot!(code, @"415 Unsupported Media Type");
+    snapshot!(json_string!(response), @r###"
+    {
+      "message": "The Content-Type `application/x-ndjson` does not support the use of a csv delimiter. The csv delimiter can only be used with the Content-Type `text/csv`.",
+      "code": "invalid_content_type",
+      "type": "invalid_request",
+      "link": "https://docs.meilisearch.com/errors#invalid_content_type"
+    }
+    "###);
+}