Thiourea → 5-Phenyl-thiazol-2-ylamine

HRID 2409899

반응식

HRID 2409899 반응식
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

참가 물질

4

반응물 2

HCID 2723790ThioureaHCID 108889012-Bromo-2-phenylacetaldehyde

생성물 1

HCID 8731195-Phenyl-thiazol-2-ylamine수율 56.8%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-a2ddabafb8a14ed4ab357dbb48df8287
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08815909B2

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