diff --git a/src/linkstat/analyzer.py b/src/linkstat/analyzer.py
index 1c9738b..5b0a15a 100644
--- a/src/linkstat/analyzer.py
+++ b/src/linkstat/analyzer.py
@@ -1,12 +1,12 @@
 from pathlib import Path
-from urllib.request import urlopen
+from urllib.request import urlopen, Request
 from urllib.error import HTTPError, URLError
 from linkstat.enums import Result
 from linkstat.reporter import ReportData
 from dataclasses import dataclass
 import re
 
-URL_PATTERN = r'https?://[^\s\)\]>"]+'
+URL_PATTERN = r'https?://[^\s\)\]>"<]+'
 URL_RE = re.compile(URL_PATTERN)
 
 
@@ -15,7 +15,7 @@ class AnalyzeResponse:
     """リンクにアクセスした結果"""
 
     result: Result
-    code: str | None
+    code: int | None
     url: str
     reason: str | None
 
@@ -37,8 +37,12 @@ def request(url: str) -> AnalyzeResponse:
     :return: 結果
     :rtype: AnalyzeResponse
     """
+    # User-Agentヘッダーを追加
+    headers = {"User-Agent": "Mozilla"}
+    req = Request(url, headers=headers)
+
     try:
-        with urlopen(url, timeout=3) as res:
+        with urlopen(req, timeout=5) as res:
             return AnalyzeResponse(Result.OK, res.code, res.url, None)
     except HTTPError as e:
         # アクセスできて400や500系が来た時はこっち
@@ -50,7 +54,7 @@ def request(url: str) -> AnalyzeResponse:
         return AnalyzeResponse(Result.NG, None, url, "Timeout")
 
 
-def check_links(links: dict[str, URLInfo]) -> list[ReportData]:
+def check_links(links: dict[str, list[URLInfo]]) -> list[ReportData]:
     """URLの疎通確認を行います。確認を行うのは重複していないものだけ。
 
     :param links: URLリスト
@@ -93,7 +97,7 @@ def search(path: str, filter="*.md") -> list:
     return files
 
 
-def extract_url(files: list) -> dict[str, URLInfo]:
+def extract_url(files: list) -> dict[str, list[URLInfo]]:
     """ファイルからURLを抽出します。重複しているリンクも含まれます。
 
     :param files: _description_
diff --git a/src/linkstat/reporter.py b/src/linkstat/reporter.py
index 5ef9e8f..b4d5c93 100644
--- a/src/linkstat/reporter.py
+++ b/src/linkstat/reporter.py
@@ -14,7 +14,7 @@ class ReportData:
     line: int
     url: str
     result: Result
-    code: int
+    code: int | None
     reason: str | None
 
 
diff --git a/tests/syntax/two_url_syntax.md b/tests/syntax/two_url_syntax.md
new file mode 100644
index 0000000..cf77d0c
--- /dev/null
+++ b/tests/syntax/two_url_syntax.md
@@ -0,0 +1 @@
+[example.com](https://example.com) [example.jp](https://example.jp)
\ No newline at end of file
diff --git a/tests/syntax/url_syntax.md b/tests/syntax/url_syntax.md
index e4c6620..375698b 100644
--- a/tests/syntax/url_syntax.md
+++ b/tests/syntax/url_syntax.md
@@ -1,3 +1,13 @@
 # syntax list
 ## Syntax List for Links
-available at [https://contributor-covenant.org/version/1/4][version]
\ No newline at end of file
+available at [https://contributor-covenant.org/version/1/4][version]
+- [ ] The heading title of your list should be in [title case](https://capitalizemytitle.com/) format: `# Awesome Name of List`.
+- [ ] Has an appropriate license.
+	- **We strongly recommend the [CC0 license](https://creativecommons.org/publicdomain/zero/1.0/), but any [Creative Commons license](https://creativecommons.org/choose/) will work.**
+		- Tip: You can quickly add it to your repo by going to this URL: `https://github.com/<user>/<repo>/community/license/new?branch=main&template=cc0-1.0` (replace `<user>` and `<repo>` accordingly).
+	- A code license like MIT, BSD, Apache, GPL, etc, is not acceptable. Neither are WTFPL and [Unlicense](https://unlicense.org).
+	- Place a file named `license` or `LICENSE` in the repo root with the license text.
+	- **Do not** add the license name, text, or a `Licence` section to the readme. GitHub already shows the license name and link to the full text at the top of the repo.
+	- To verify that you've read all the guidelines, please comment on your pull request with just the word `unicorn`.
+- [ ] Does not use [hard-wrapping](https://stackoverflow.com/questions/319925/difference-between-hard-wrap-and-soft-wrap).
+- [F#](https://github.com/fsprojects/awesome-fsharp#readme) - A .NET-based language with focus on functional programming.
\ No newline at end of file
diff --git a/tests/test_analyzer.py b/tests/test_analyzer.py
index 8aacd4a..d6abc23 100644
--- a/tests/test_analyzer.py
+++ b/tests/test_analyzer.py
@@ -70,6 +70,28 @@ def test_check_links(path: str, report_data_count: int):
             assert item.reason is not None
 
 
+def test_all_url_syntax_document_pass():
+    """さまざまなURLパターンを記載したドキュメントのテスト。すべてOKになる事"""
+    files = analyzer.search("tests/syntax/url_syntax.md")
+    links = analyzer.extract_url(files)
+
+    results_report_data = analyzer.check_links(links)
+
+    assert len(results_report_data) == 8
+    for item in results_report_data:
+        assert item.result == "OK"
+
+
+def test_two_line():
+    """1行に2つURLがあるパターンの場合、2つとも補足できている事"""
+    files = analyzer.search("tests/syntax/two_url_syntax.md")
+    links = analyzer.extract_url(files)
+
+    results_report_data = analyzer.check_links(links)
+
+    assert len(results_report_data) == 2
+
+
 @pytest.mark.parametrize(["path"], [pytest.param("tests/sample_doc/")])
 def test_search(path: str):
     files = analyzer.search(path)
diff --git a/tests/test_app.py b/tests/test_app.py
index fdfd547..14f4a93 100644
--- a/tests/test_app.py
+++ b/tests/test_app.py
@@ -13,9 +13,6 @@ def test_main_with_minimal_arguments(self):
         """環境変数も引数も指定しない一気通貫のテスト"""
         app.main(["tests/sample_doc/"])
 
-    # def test_awesome(self):
-    #     app.main(["tmp/awesome-main"])
-
     @pytest.mark.usefixtures("use_mock_server")
     def test_main_with_output_json(self):
         """JSONファイルが出力されている事"""