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Thiourea → Methyl 3-(2-amino-4-phenyl-5-thiazolyl)propionate

HRID 1295258
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반응식

HRID 1295258 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].[NH2:17][C:18]([NH2:20])=[S:19]>CO>[NH2:20][C:18]1[S:19][C:2]([CH2:3][CH2:4][C:5]([O:7][CH3:8])=[O:6])=[C:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:17]=1
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참가 물질

4

반응물 2

HCID 2723790ThioureaHCID 11066004Methyl 4-bromo-5-oxo-5-phenylpentanoate

생성물 1

HCID 22930733Methyl 3-(2-amino-4-phenyl-5-thiazolyl)propionate수율 90.6%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A mixture of methyl 4-bromo-5-oxo-5-phenylpentanoate (15.0 g), thiourea (3.81 g) and methanol (200 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-(2-amino-4-phenyl-5-thiazolyl)propionate (11.9 g, yield 90%) as pale-yellow crystals. The crystals were recrystallized from ethyl acetate-hexane. melting point: 130–131° 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-8bc7e2a7ff6742cf803f13f639de5d11
출처 데이터셋
uspto-grants-2007_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07241785B2

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