Thiourea → 5-Phenyl-thiazol-2-ylamine

HRID 2409899ノート

反応式

HRID 2409899 の反応式
Br[CH:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[CH:3]=O.[NH2:11][C:12]([NH2:14])=[S:13]>C(O)C>[C:5]1([C:2]2[S:13][C:12]([NH2:14])=[N:11][CH:3]=2)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

参加物

4

反応物 2

HCID 2723790ThioureaHCID 108889012-Bromo-2-phenylacetaldehyde

生成物 1

HCID 8731195-Phenyl-thiazol-2-ylamine収率 56.8%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of bromo-phenyl-acetaldehyde (1 g, 5 mmol), thiourea (0.64 g, 10 mmol) and ethanol (3.5 mL) was heated to reflux overnight. The mixture was then cooled to rt and the resulting yellow precipitate filtered. The precipitate was then washed with aqueous NaHCO3 solution (10 mL) and dried. Recrystallization from 30% methanol gave 5-phenylthiazol-2-amine (500 mg, 2.84 mmol, 56.5%) as a yellow solid. Anal. Calcd. for C9H8N2S m/z 176.2, found: 177.2 (M+H)+; 1H NMR (400 MHz, DMSO-d6) δ ppm 7.41 (m, 3H), 7.33 (m, 2H), 7.18 (m, 1H), 7.13 (m, 2H).

後処理

  1. temperaturewas heated
  2. temperatureto reflux overnight
  3. filtrationthe resulting yellow precipitate filtered
  4. washThe precipitate was then washed with aqueous NaHCO3 solution (10 mL)
  5. customdried
  6. customRecrystallization from 30% methanol

出典と根拠

ORDレコード
ord-a2ddabafb8a14ed4ab357dbb48df8287
出典データセット
uspto-grants-2014_08
特許番号
US08815909B2

反応ノート

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