Propyl-2-thiourea → methyl 3-[4-phenyl-2-[N-(1-propyl)amino]-5-thiazolyl]propionate

HRID 1295260노트

반응식

HRID 1295260 반응식
Br[CH:2]([C:9](=O)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH2:3][CH2:4][C:5]([O:7][CH3:8])=[O:6].[CH2:17]([NH:20][C:21]([NH2:23])=[S:22])[CH2:18][CH3:19]>CO>[C:10]1([C:9]2[N:23]=[C:21]([NH:20][CH2:17][CH2:18][CH3:19])[S:22][C:2]=2[CH2:3][CH2:4][C:5]([O:7][CH3:8])=[O:6])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

참가 물질

4

반응물 2

HCID 1615208Propyl-2-thioureaHCID 11066004Methyl 4-bromo-5-oxo-5-phenylpentanoate

생성물 1

HCID 22930670methyl 3-[4-phenyl-2-[N-(1-propyl)amino]-5-thiazolyl]propionate수율 70.3%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A mixture of methyl 4-bromo-5-oxo-5-phenylpentanoate (5.00 g), N-propylthiourea (2.01 g) and methanol (50 ml) was refluxed for 2 hrs. The reaction solvent was removed under reduced pressure, and the residue was dissolved in ethyl acetate. The obtained solution was washed successively with saturated aqueous sodium hydrogen carbonate and saturated brine, dried over anhydrous magnesium sulfate, and concentrated to give methyl 3-[4-phenyl-2-[N-(1-propyl)amino]-5-thiazolyl]propionate (3.64 g, yield 70%) as colorless crystals. The crystals were recrystallized from ethyl acetate-hexane. melting point: 67–68° C.

후처리

  1. temperaturewas refluxed for 2 hrs
  2. customThe reaction solvent was removed under reduced pressure
  3. dissolutionthe residue was dissolved in ethyl acetate
  4. washThe obtained solution was washed successively with saturated aqueous sodium hydrogen carbonate and saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-fbdd9db72dfa4f60b3b7e613bf5e3f97
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07241785B2

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