ChemicalBook CAS DataBase List 7-Chloro-1,2,3,4-tetrahydro-1-[(4-methylphenyl)sulfonyl]-5H-1-benzazepin-5-one

7-Chloro-1,2,3,4-tetrahydro-1-[(4-methylphenyl)sulfonyl]-5H-1-benzazepin-5-one synthesis

7synthesis methods

Product Name:7-Chloro-1,2,3,4-tetrahydro-1-[(4-methylphenyl)sulfonyl]-5H-1-benzazepin-5-one
CAS Number:193686-76-9
Molecular formula:C17H16ClNO3S
Molecular Weight:349.83

247237-43-0 Synthesis

5-Chloro-2-[(4-ethoxy-4-oxobutyl)[(4-methylphenyl)sulfonyl]amino]benzoic acid methyl ester

247237-43-0
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7-Chloro-1,2,3,4-tetrahydro-1-[(4-methylphenyl)sulfonyl]-5H-1-benzazepin-5-one

193686-76-9
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Yield:193686-76-9 60%

Reaction Conditions:

Stage #1: methyl 5-chloro-2-[N-(3-ethoxycarbonyl)propyl-N-p-toluenesulfonyl]aminobenzoatewith potassium tert-butylate in toluene; for 0.5 h;Heating;Cyclization;Dieckmann condensation; transesterification;
Stage #2: with hydrogenchloride in acetic acid; for 5 h;Heating;Hydrolysis;decarboxylation;

References:

Kondo, Kazumi;Ogawa, Hidenori;Yamashita, Hiroshi;Miyamoto, Hisashi;Tanaka, Michinori;Nakaya, Kenji;Kitano, Kazuyoshi;Yamamura, Yoshitaka;Nakamura, Shigeki;Onogawa, Toshiyuki;Mori, Toyoki;Tominaga, Michiaki [Bioorganic and Medicinal Chemistry,1999,vol. 7,# 8,p. 1743 - 1754]

98-59-9 Synthesis