Thiourea → 4-(2-Aminothiazol-4-yl)-3,5-dimethylphenol

HRID 1465524노트

반응식

HRID 1465524 반응식
Br[CH2:2][C:3]([C:5]1[C:10]([CH3:11])=[CH:9][C:8]([OH:12])=[CH:7][C:6]=1[CH3:13])=O.[NH2:14][C:15]([NH2:17])=[S:16]>CCO>[NH2:17][C:15]1[S:16][CH:2]=[C:3]([C:5]2[C:10]([CH3:11])=[CH:9][C:8]([OH:12])=[CH:7][C:6]=2[CH3:13])[N:14]=1

참가 물질

4

반응물 2

HCID 2723790ThioureaHCID 826327342-Bromo-1-(4-hydroxy-2,6-dimethylphenyl)ethanone

생성물 1

HCID 866908264-(2-Aminothiazol-4-yl)-3,5-dimethylphenol수율 79%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 2-bromo-1-(4-hydroxy-2,6-dimethylphenyl)ethanone (5-1, 2.43 g, 10.0 mmol) and thiourea (1.37 g, 18.0 mmol) in 95% EtOH (30 mL) was heated at reflux for 120 min. The solution was concentrated and added with water (50 mL) and saturated aqueous Na2CO3 (5.0 mL). The resultant precipitate was filtered and washed with a solution of 50% EtOAc in hexanes. The solids were dried under vacuum to give 4-(2-aminothiazol-4-yl)-3,5-dimethylphenol (5-2, 1.74 g) as pale yellow solids in 79% yield: 1H NMR (500 MHz, CDCl3) δ 8.7 (s, 2 H), 6.17 (s, 2 H), 5.97 (s, 1 H), 1.71 (s, 6 H).

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 120 min
  3. concentrationThe solution was concentrated
  4. additionadded with water (50 mL) and saturated aqueous Na2CO3 (5.0 mL)
  5. filtrationThe resultant precipitate was filtered
  6. washwashed with a solution of 50% EtOAc in hexanes
  7. customThe solids were dried under vacuum

출처 및 근거

ORD 기록
ord-8b590fbde916412281314a91b3df24c9
출처 데이터셋
uspto-grants-2015_04
특허 번호
US08999983B2

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