Isoindoline 유도체의 합성연구 III 이염기산무수물 또는 Imjde에 대한 유기산의 Gabriel 축합반응에 관한 연구

• 영문명: Studies on Isoindoline Derivatives. III. Studies on the Anhydrides and Imides of Dibasic Acids for the Organic Acids in the Gabriel Condensation
• 발행기관: 대한약학회
• 저자명: 이남순(Nam Soon Lee) 임중기(Choong Ki Lim) 조태순(Tae Soon Cho) 원정희(Chung Hi Won) 문도원(Dow Won Moon) 박인석(In Suk Park) 김무곤(Moo Gon Kim) 민윤식(Yun Sik Min) 정진수(Jin Soo Chung) 조영봉(Yung Bong Cho) 노영수(Yung Soo No)
• 간행물 정보: 『약학회지』제18권 제1호 (1974년), 59~73쪽, 전체 15쪽
• 주제분류: 의약학 > 기타의약학
• 파일형태: PDF
• 발행일자: 1974.03.30

영문 초록

Fifteen derivatives of phthalide were synthesized from m-hemipinic, hydrastic, and 4,5-benzophthalic anhydride with acetic, phenylacetic, p-methoxyphenylacetic, p-nitrophenylacetic, P-naphthylacetic and succinic acid by the Gabriel condensation. In the same way, 13 derivatives of phthalimidine and 4 derivatives of alpha,beta-benzisothiazoline-1, 1-dioxide were synthesized from diphenylmaleimide, phthalimide, saccharine and 4,5-benzo-phthalimide with previous 6 acids. 3-Substituted derivatives of m-hemipinic anhydride, hydrastic anhydride and 4,5-benzophthalic anhydride were treated with formamide and seven 3-substituted imidines could be synthesized. In case of 4,5-benzophthalide, two isomers,4,5-benzophthalidene-3-acetic acid and 4,5-benzophthalidene-1-acetic acid, can be obtained theoretically, but only one product we got, and the chemical structure of it was identified by the following way, It was hydrolyzed and then decarboxylated, and this decomposed product was identical with 1-acetyl-2-naphthoic acid which was synthesized from p-naphthylamine. This indicates that by the Gabriel condensation 4,5-benzophthalide only produces 4,5-benzophthlidene-3-acetic acid, that is alpha-carbonyl substitute.