2-Bromopropane → 2-isopropylsulfanyl-3-(2-methoxy-phenyl)-7-methyl-3H-quinazolin-4-one

HRID 574320ノート

反応式

HRID 574320 の反応式
[CH:1](Br)([CH3:3])[CH3:2].[SH:5][C:6]1[N:15]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[O:22][CH3:23])[C:14](=[O:24])[C:13]2[C:8](=[CH:9][C:10]([CH3:25])=[CH:11][CH:12]=2)[N:7]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH:1]([S:5][C:6]1[N:15]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[O:22][CH3:23])[C:14](=[O:24])[C:13]2[C:8](=[CH:9][C:10]([CH3:25])=[CH:11][CH:12]=2)[N:7]=1)([CH3:3])[CH3:2]

参加物

5

反応物 3

HCID 63582-BromopropaneHCID 11430Potassium CarbonateHCID 178489574HCID 178489574、化合物

生成物 1

HCID 444784282-isopropylsulfanyl-3-(2-methoxy-phenyl)-7-methyl-3H-quinazolin-4-one収率 59.4%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

Isopropyl bromide (0.11 mL, 1.25 mmol) was added to a suspension of 2-mercapto-3-(2-methoxy-phenyl)-7-methyl-3H-quinazolin-4-one (250 mg, 0.84 mmol) and potassium carbonate (235 mg, 1.68 mmol) in acetone (10 mL) and the mixture was heated at reflux for 16 hr. The reaction mixture was cooled to room temperature and the any solid were filtered and washed with acetone. The filtrate was concentrated to dryness in vacuo and the crude compound was purified by column chromatography over silica gel (100-200 mesh) using 5% ethyl acetate in pet ether as eluent to afford 2-isopropylsulfanyl-3-(2-methoxy-phenyl)-7-methyl-3H-quinazolin-4-one (170 mg, 59%) as semi solid.

後処理

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 16 hr
  3. filtrationthe any solid were filtered
  4. washwashed with acetone
  5. concentrationThe filtrate was concentrated to dryness in vacuo
  6. customthe crude compound was purified by column chromatography over silica gel (100-200 mesh)

出典と根拠

ORDレコード
ord-3512dd9fb24f4cd9952cb5cd14f5bf25
出典データセット
uspto-grants-2015_05
特許番号
US09034887B2

反応ノート

読み込み中…