Bromomethyl 4-methoxyphenyl ketone → 4-(4-Methoxy-phenyl)-2-methyl-thiazole

HRID 538557

반응식

HRID 538557 반응식
[C:1]([NH2:4])(=[S:3])[CH3:2].Br[CH2:6][C:7]([C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=1)=O>O>[CH3:16][O:15][C:12]1[CH:13]=[CH:14][C:9]([C:7]2[N:4]=[C:1]([CH3:2])[S:3][CH:6]=2)=[CH:10][CH:11]=1

참가 물질

4

반응물 2

HCID 4965Bromomethyl 4-methoxyphenyl ketoneHCID 2723949Thioacetamide

생성물 1

HCID 7687654-(4-Methoxy-phenyl)-2-methyl-thiazole수율 69.6%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
140 °C

실험 절차

The mixture of thioacetamide (16.0 g, 213 mmol) and 2-bromo-1-(4-methoxy-phenyl)-ethanone (4.0 g, 17.5 mmol) was heated at 140° C. for 24 h under nitrogen atmosphere. After the completion of the reaction mixture (TLC monitoring), water (100 mL) was added and extracted with ethyl acetate (3×100 mL). The combined organics was washed with water, brine, dried (Na2SO4), filtered and concentrated. The crude residue was purified over silica gel (230-400 M, 1% EtOAc-Hexane) to get the desired product (2.5 g, 69%).

후처리

  1. extractionextracted with ethyl acetate (3×100 mL)
  2. washThe combined organics was washed with water, brine
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe crude residue was purified over silica gel (230-400 M, 1% EtOAc-Hexane)

출처 및 근거

ORD 기록
ord-40038c5191d440f58f1034e6dd273126
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08865736B2

연결된 노트

불러오는 중…