Thiourea → 4-(Propan-2-yl)-1,3-thiazol-2-amine

HRID 506623ノート

反応式

HRID 506623 の反応式
Br[CH2:2][C:3](=O)[CH:4]([CH3:6])[CH3:5].[NH2:8][C:9]([NH2:11])=[S:10]>CCO>[CH:4]([C:3]1[N:8]=[C:9]([NH2:11])[S:10][CH:2]=1)([CH3:6])[CH3:5]

参加物

4

反応物 2

HCID 2723790ThioureaHCID 108990371-Bromo-3-methylbutan-2-one

生成物 1

HCID 70640774-(Propan-2-yl)-1,3-thiazol-2-amine収率 91.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

1-Bromo-3-methyl-butan-2-one (10.5 g, 64 mmol, prepared as described in Org. Syn. Coll. Vol. 6, p. 193 (1988)) was added to a stirring slurry of thiourea (4.601 g, 60 mmol) in 20 mL EtOH. The reaction mixture was heated to reflux for 90 minutes, then cooled and concentrated under reduced pressure. The residue was dissolved in water, and the resulting solution was diluted with concentrated aqueous NaOH until pH was adjusted to about 12. The mixture was extracted with diethyl ether, and the combined organic extracts were washed with brine, dried (MgSO4), filtered and concentrated under reduced pressure to give 4-isopropyl-thiazol-2-ylamine (7.8 g) as an oil.

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 90 minutes
  3. temperaturecooled
  4. concentrationconcentrated under reduced pressure
  5. dissolutionThe residue was dissolved in water
  6. additionthe resulting solution was diluted with concentrated aqueous NaOH until pH
  7. extractionThe mixture was extracted with diethyl ether
  8. washthe combined organic extracts were washed with brine
  9. dry with materialdried (MgSO4)
  10. filtrationfiltered
  11. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-c2c47a6ddd3d495e943319cca22fb2f1
出典データセット
uspto-grants-2010_08
特許番号
US07786110B2

反応ノート

読み込み中…