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|"The Rogue Ninja: Orochimaru"|
|(抜け忍・大蛇丸, Nukenin: Orochimaru)|
|Episode||Naruto: Shippūden #352 (Watch Online)|
|Next||"Orochimaru's Test Subject"|
|Arc||Kakashi's Anbu Arc: The Shinobi That Lives in the Darkness|
|Japanese||February 27, 2014|
|English||September 25, 2016|
Hiruzen leads a mission along with his Anbu to capture Orochimaru at one of his many caches. Avoiding a battle, Orochimaru escapes from the man who once was his teacher, putting himself on the run in the process. On the way to the country's border, Orochimaru suffers an attack by Kakashi, who is easily defeated. A snake then approaches Orochimaru, who, unaware of an explosive tag concealed in it, is critically injured in the resulting explosion. Sent by Danzō, Kinoe is on his way to a venue to help Orochimaru cross the Land of Fire's border, but once at the place where he should wait for Orochimaru, Kinoe finds a very peculiar clan who lives there to serve Orochimaru. One of its members, a young girl is convinced that Kinoe is her long-lost brother, Tenzō.
- When Kakashi confronted Orochimaru during the third round preliminary of the Chūnin Exams, Orochimaru said that Kakashi did not have the Sharingan last time they met, but this episode contradicts that.
|Kakashi Hatake||はたけカカシ||Hatake Kakashi||Mutsumi Tamura||田村 睦心||Tamura Mutsumi|
|Kinoe||甲||Kinoe||Eri Gōda||合田 絵利||Gōda Eri|
|Third Hokage: Hiruzen Sarutobi||三代目火影・猿飛ヒルゼン||Sandaime Hokage: Sarutobi Hiruzen||Hidekatsu Shibata||柴田 秀勝||Shibata Hidekatsu|
|Danzō||ダンゾウ||Danzō||Hiroshi Ito||糸 博||Ito Hiroshi|
|Monkey King: Enma||猿猴王・猿魔||Enkōō: Enma||Hiroshi Naka||中 博史||Naka Hiroshi|
|Pakkun||パックン||Pakkun||Shinpachi Tsuji||辻 親八||Tsuji Shinpachi|
|Yukimi||ユキミ||Yukimi||Kanae Oki||沖 佳苗||Oki Kanae|
|Gotta||ゴッタ||Gotta||Keijin Okuda||奥田 啓人||Okuda Keijin|
|Kinoto||乙||Kinoto||Ryūichi Kijima||木島 隆一||Kijima Ryūichi|