Ethanol → N-(2-phenylethyl)-4-(pyridin-2-yl)-1,3-thiazol-2-amine

HRID 732171

反応式

HRID 732171 の反応式
Br.Br[CH2:3][C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][N:7]=1)=O.[C:12]1([CH2:18][CH2:19][NH:20][C:21]([NH2:23])=[S:22])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C([O-])(=O)C.[Na+].C(O)C>O>[C:12]1([CH2:18][CH2:19][NH:20][C:21]2[S:22][CH:3]=[C:4]([C:6]3[CH:11]=[CH:10][CH:9]=[CH:8][N:7]=3)[N:23]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

参加物

6

反応物 4

HCID 702EthanolHCID 517045Sodium AcetateHCID 735845(2-Phenylethyl)thioureaHCID 27762312-Bromo-1-(2-pyridinyl)-1-ethanone hydrobromide

生成物 1

HCID 973106N-(2-phenylethyl)-4-(pyridin-2-yl)-1,3-thiazol-2-amine収率 67.6%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 2-bromo-1-pyridin-2-ylethanone hydrobromide (4.00 g), N-(2-phenylethyl)thiourea (3.60 g), sodium acetate (1.60 g) and ethanol (30 mL) was stirred with heating under reflux for 1 hr. After cooling, the reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was dried over anhydrous magnesium sulfate, and concentrated. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:9-2:1 in volume ratio) to give the title compound (2.71 g, yield 48%) as a yellow oil.

後処理

  1. temperaturewith heating
  2. temperatureunder reflux for 1 hr
  3. temperatureAfter cooling
  4. extractionthe mixture was extracted with ethyl acetate
  5. dry with materialThe ethyl acetate layer was dried over anhydrous magnesium sulfate
  6. concentrationconcentrated
  7. customThe residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:9-2:1 in volume ratio)

出典と根拠

ORDレコード
ord-0ab8515fa9534e92a621e505e97bfcb0
出典データセット
uspto-grants-2009_09
特許番号
US07585880B2

関連ノート

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