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Hydrazine hydrate (1:1) → 2-(p-Acetylaminophenyl)-3,4-diaza-bicyclo[4.1.0]hept-2-en-5-one

HRID 1679914
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반응식

HRID 1679914 반응식
[C:1]([NH:4][C:5]1[CH:18]=[CH:17][C:8]([C:9]([C@H:11]2[CH2:13][C@H:12]2[C:14](O)=[O:15])=O)=[CH:7][CH:6]=1)(=[O:3])[CH3:2].O.[NH2:20][NH2:21]>C(O)C>[C:1]([NH:4][C:5]1[CH:18]=[CH:17][C:8]([C:9]2[CH:11]3[CH:12]([C:14](=[O:15])[NH:20][N:21]=2)[CH2:13]3)=[CH:7][CH:6]=1)(=[O:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 54059416cis-2-(p-Acetylaminobenzoyl)-cyclopropanecarboxylic acid

생성물 1

HCID 234585282-(p-Acetylaminophenyl)-3,4-diaza-bicyclo[4.1.0]hept-2-en-5-one수율 85%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

6.0 g (24.3 millimoles) of cis-2-(p-acetylaminobenzoyl)-cyclopropanecarboxylic acid, 1.33 g (26.6 millimoles) of hydrazine hydrate and 150 ml of ethanol are refluxed for 6 hours. After filtering off the product at 0° C. and drying it under reduced pressure at 50° C., 5.0 g (85% of theory) of 2-(p-acetylaminophenyl)-3,4-diaza-bicyclo[4.1.0]hept-2-en-5-one are isolated as colorless crystals, melting point 269°-270° C. after recrystallization from a methanol/water mixture.

후처리

  1. filtrationAfter filtering off the product at 0° C.
  2. customdrying it under reduced pressure at 50° C.

출처 및 근거

ORD 기록
ord-378265ba10f24c519e063e8f71ec98d1
출처 데이터셋
uspto-grants-1981_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04271163

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