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

HRID 1462440ノート

反応式

HRID 1462440 の反応式
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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒2 回

実験手順

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°.

後処理

  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

出典と根拠

ORDレコード
ord-13667d46dd9b46cda1f89f263f23cd46
出典データセット
uspto-grants-1984_07
特許番号
US04460587

反応ノート

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