Preparation of 1, 2, 3-Naphthalenetriamine, 1, 2, 5, 6-and 1, 2, 7, 8-Naphthalenetetramine, and 5, 6, 7, 8-Quinolinetetramine and-Isoquinolinetertramine by Reduction …

…, Y Ikezaki, K Takahashi, A Tori-i, M Tashiro

Index: Mataka, Shuntaro; Ikezaki, Youji; Takahashi, Kazufumi; Tori-i, Akiyoshi; Tashiro, Masashi Bulletin of the Chemical Society of Japan, 1992 , vol. 65, # 8 p. 2221 - 2226

Full Text: HTML

Citation Number: 4

Abstract

The two fused 1, 2, 5-thiadiazole-rings of naphthalenes 1a and 1b, quinoline 2a, and isoquinoline 2b were reduced with tin and concentrated hydrochloric acid in refluxing dioxane, giving the expected 1, 2, 5, 6-naphthalenetetramine (4a) and 1, 2, 7, 8-tetramine derivative 4b, 5, 6, 7, 8-quinolinetetramine (15a) and isoquinoline analogue 15b in moderate yields. Partially reduced diamine 5 was formed as a by-product in the reduction ...