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Urea → Ethyl 2-amino-4-(trifluoromethyl)-1,3-oxazole-5-carboxylate

HRID 1020337
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HRID 1020337 반응식
[NH2:1][C:2]([NH2:4])=[O:3].[F:5][C:6]([F:17])([F:16])[C:7](=O)[CH:8](Cl)[C:9]([O:11][CH2:12][CH3:13])=[O:10]>CN(C=O)C.O>[NH2:1][C:2]1[O:3][C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[C:7]([C:6]([F:5])([F:17])[F:16])[N:4]=1
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참가 물질

5

반응물 2

HCID 1176UreaHCID 2737165Ethyl 2-chloro-4,4,4-trifluoro-3-oxobutanoate

생성물 1

HCID 21850563Ethyl 2-amino-4-(trifluoromethyl)-1,3-oxazole-5-carboxylate수율 74%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

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온도
120 °C
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실험 절차

To a suspension of urea (13.5 g) in DMF (50 mL) was added ethyl 4,4,4-trifluoro-2-chloroacetoacetate (10 mL) and the resulting reaction mixture was heated at 120° C. for 3 days. Then, the reaction mixture was cooled to RT and diluted with H2O (100 mL). Then, the reaction mixture was stirred at 0° C. for 1 h. The resulting precipitate was filtered, washed with H2O and dried in vacuo to yield ethyl 2-amino-4-trifluoromethyloxazole-5-carboxylate (A-1) as a white powder (9.8 g, 74% yield). LCMS (ESI) calcd for [M+1]+ 225.1. found 225.1.

후처리

  1. customthe resulting reaction mixture
  2. temperatureThen, the reaction mixture was cooled to RT
  3. filtrationThe resulting precipitate was filtered
  4. washwashed with H2O
  5. customdried in vacuo

출처 및 근거

ORD 기록
ord-6e5c2e472c064db1a58c107bd547b752
출처 데이터셋
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08716312B2

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