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1-Phenylpiperazine → 3,5-Dimethyl-2-[4-[4-(4-phenylpiperazinylmethyl)benzoyl]benzylthio]-4-(3H)-quinazolinone

HRID 1291338
ノート
印刷プレビュー

反応式

HRID 1291338 の反応式
[CH3:1][N:2]1[C:11](=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[CH3:13])[N:4]=[C:3]1[SH:14].Br[CH2:16][C:17]1[CH:32]=[CH:31][C:20]([C:21]([C:23]2[CH:28]=[CH:27][C:26]([CH2:29]Br)=[CH:25][CH:24]=2)=[O:22])=[CH:19][CH:18]=1.[CH:33]1[CH:34]=[CH:35][C:36]([N:39]2[CH2:44][CH2:43][NH:42][CH2:41][CH2:40]2)=[CH:37][CH:38]=1.[OH-].[Na+].O>CN(C=O)C>[CH3:1][N:2]1[C:11](=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[CH3:13])[N:4]=[C:3]1[S:14][CH2:16][C:17]1[CH:32]=[CH:31][C:20]([C:21](=[O:22])[C:23]2[CH:28]=[CH:27][C:26]([CH2:29][N:42]3[CH2:43][CH2:44][N:39]([C:36]4[CH:37]=[CH:38][CH:33]=[CH:34][CH:35]=4)[CH2:40][CH2:41]3)=[CH:25][CH:24]=2)=[CH:19][CH:18]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 70961-PhenylpiperazineHCID 23039244,4'-Bis(bromomethyl)benzophenoneHCID 23719242Sodium hydroxide--water (1/1/1)HCID 178424003HCID 178424003、化合物

生成物 1

HCID 189193243,5-Dimethyl-2-[4-[4-(4-phenylpiperazinylmethyl)benzoyl]benzylthio]-4-(3H)-quinazolinone収率 13.6%

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

実験手順

A solution of 3,5-dimethyl-2-mercapto-4(3H)quinazolinone (1.03 g), 4,4'-bis (bromomethyl)benzophenone (1.75 g), phenylpiperazine (810 mg), and 1N-sodium hydroxide/water (5.5 ml) in DMF (35 ml) was stirred at 60° C. for 1 hour. This reaction mixture was concentrated and the residue was dissolved in ethyl acetate, washed with water, dried, and concentrated. The residue was purified by silica gel column chromatography (hexane: ethyl acetate: chloroform=4:1:1) and crystallized from isopropyl ether to provide the title compound as colorless solid (372 mg).

後処理

  1. concentrationThis reaction mixture was concentrated
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washwashed with water
  4. customdried
  5. concentrationconcentrated
  6. customThe residue was purified by silica gel column chromatography (hexane: ethyl acetate: chloroform=4:1:1)
  7. customcrystallized from isopropyl ether

出典と根拠

ORDレコード
ord-dcf868e8660447f697a6bd0b1b68183c
出典データセット
uspto-grants-1998_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05753664

反応ノート

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