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2-N-(2′.2′-디에톡시 에틸)아미노 벤즈아미드 유도체의 고리화 반응
- Title
- 2-N-(2′.2′-디에톡시 에틸)아미노 벤즈아미드 유도체의 고리화 반응
- Other Titles
- Cyclization Reaction of 2-N-(2′.2′-diethoxy ethyl) amino benzamide derivatives(II)
- Authors
- 유희원
- Issue Date
- 1989
- Department/Major
- 대학원 약학과
- Keywords
- 에틸아미노; 벤즈아미드; 유도체; 고리화; 반응
- Publisher
- 이화여자대학교 대학원
- Degree
- Master
- Abstract
- 2-aminobenzamide의 유도체 인 2-amino-1-N-methyl-benzamide, 2-N-benzyl aminobenzamide, 2-N-phenyl aminobenzamide를 강염기 존재하에 α-bromoacetaldehyde diethylacetal과 반응시켜 다음과 같은 화합물을 합성하였다.
즉, 2-amino-1-N-methyl benzamide로 부터는 2-N-alkyl 화합물과 3-methyl 2.4-quinazoline-dione을 각각 합성하였고 2-N-benzyl amino benzamide로 부터는 분자내 고리화반응 생성물인 1-N-benzyl-2H-1.4-benzodiazepin-5-one을, 2-N-phenyl aminobenzamide로 부터는 2-N 위치에 알킬화 반응이 진행되어 2-N-phenyl-(2´.2´-diethoxy ethyl)-amino benzamide를 합성하였다.;2-amino-1-N-methyl benzamide, 2-N-benzyl amino benzamide, 2-N-phenyl amino benzamide of 2-amino benzamide derivatives were reacted with α-bromo acetaldehyde diethyl acetal in basic condition.
N-alkylated products were prepared from 2-amino-1-N-methyl benzamide and 2-N-phenyl amino benzamide, 1-N-benzyl-1, 4-benzodiazepin-5-one was prepared from 2-N-benzyl aminobenzamide via intramolecular cyclization. However, 2-amino-1-N-methyl benzamide with sodium amide did not react to 1, 4-benzodiazepin-5-one derivative but 3-methyl-2, 4quinazoline-dione was obtained.
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