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Sodium Hydroxide → 3,5-Dimethyl-2-[4-[4-[(1-methyl-1H-tetrazol-5-yl)thiomethyl]benzoyl]benzylthio]-4(3H)-quinazolinone

HRID 1291335
ノート
印刷プレビュー

反応式

HRID 1291335 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.[CH3:33][N:34]1[C:38]([SH:39])=[N:37][N:36]=[N:35]1.[OH-].[Na+]>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][S:39][C:38]3[N:34]([CH3:33])[N:35]=[N:36][N:37]=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 14798Sodium HydroxideHCID 23039244,4'-Bis(bromomethyl)benzophenoneHCID 178424003HCID 178424003、化合物HCID 178482017HCID 178482017、化合物

生成物 1

HCID 189192953,5-Dimethyl-2-[4-[4-[(1-methyl-1H-tetrazol-5-yl)thiomethyl]benzoyl]benzylthio]-4(3H)-quinazolinone収率 24%

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), 1-methyl-5-mercapto-1H-tetrazole (700 mg), and 1N-aqeuous sodium hydroxide solution (5.5 ml) in DMF (20 ml) was stirred at room temperature for 30 minutes. 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 (chloroform: methanol: aqueous ammonia=50:1:0.1) and crystallized from methanol to provide the title compound as colorless solid (603 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 (chloroform: methanol: aqueous ammonia=50:1:0.1)
  7. customcrystallized from methanol

出典と根拠

ORDレコード
ord-e644a2034e254fe1b2cd3c1b468bab7c
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

読み込み中…

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