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

HRID 1462329ノート

反応式

HRID 1462329 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 was 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 was complete, the reaction mixture was heated under reflux for 12 hours, and allowed to cool to room temperature. Water (150 ml) was added, the mixture was stirred at room temperature for 0.5 hour and cooled to 5°. The resulting precipitate was 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 was heated
  3. temperatureunder reflux for 12 hours
  4. temperaturecooled to 5°
  5. filtrationThe resulting precipitate was 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-a4225b3c8b68471b8306a087a8e28a67
出典データセット
uspto-grants-1984_07
特許番号
US04460508

反応ノート

読み込み中…