Water → 11H-imidazo[1,2-c][1,3]benzodiazepin-5(6H)-one

HRID 1462440노트

반응식

HRID 1462440 반응식
Cl[C:2](OC1C=CC=CC=1)=[O:3].[NH2:11][C:12]1[CH:23]=[CH:22][CH:21]=[CH:20][C:13]=1[CH2:14][C:15]1[NH:16][CH:17]=[CH:18][N:19]=1.C(N(CC)CC)C.O>C(#N)C>[N:19]1[CH:18]=[CH:17][N:16]2[C:15]=1[CH2:14][C:13]1[CH:20]=[CH:21][CH:22]=[CH:23][C:12]=1[NH:11][C:2]2=[O:3]

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 15891Phenyl chloroformateHCID 133449032-[(1H-Imidazol-2-yl)methyl]aniline

생성물 1

HCID 1334492211H-imidazo[1,2-c][1,3]benzodiazepin-5(6H)-one

시약·촉매·용매 1

HCID 6342Acetonitrile용매2회

실험 절차

A solution of 32.4 g of phenyl chloroformate in 100 ml of acetonitrile is added dropwise under nitrogen while stirring to a mixture of 34.6 g of 2-(2-aminobenzyl)imidazole and 71 g of triethylamine in 600 ml of acetonitrile at room temperature. After addition is complete, the reaction mixture is heated under reflux for 12 hours, and allowed to cool to room temperature. Water (150 ml) is added, the mixture is stirred at room temperature for 0.5 hour and cooled to 5°. The resulting precipitate is filtered off, washed first twice with 50 ml of water, then 3 times with 33 ml of cold acetone and dried to give 11H-imidazo[1,2-c][1,3]benzodiazepin-5-(6H)-one, m.p. 255°-7°.

후처리

  1. additionAfter addition
  2. temperaturethe reaction mixture is heated
  3. temperatureunder reflux for 12 hours
  4. temperaturecooled to 5°
  5. filtrationThe resulting precipitate is filtered off
  6. washwashed first twice with 50 ml of water
  7. dry with material3 times with 33 ml of cold acetone and dried

출처 및 근거

ORD 기록
ord-13667d46dd9b46cda1f89f263f23cd46
출처 데이터셋
uspto-grants-1984_07
특허 번호
US04460587

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