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Semicarbazide hydrochloride → 6-(4-Fluorophenyl)-1,2,4-triazin-3(2H)-one

HRID 500104
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HRID 500104 반응식
C(O[CH:4](OCC)[C:5]([C:7]1[CH:12]=[CH:11][C:10]([F:13])=[CH:9][CH:8]=1)=O)C.Cl.[NH2:18][NH:19][C:20]([NH2:22])=[O:21]>C(O)C>[F:13][C:10]1[CH:9]=[CH:8][C:7]([C:5]2[CH:4]=[N:22][C:20](=[O:21])[NH:19][N:18]=2)=[CH:12][CH:11]=1
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참가 물질

4

반응물 2

HCID 11236Semicarbazide hydrochlorideHCID 224161332,2-Diethoxy-1-(4-fluorophenyl)ethanone

생성물 1

HCID 125812846-(4-Fluorophenyl)-1,2,4-triazin-3(2H)-one

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 2,2-diethoxy-1-(4-fluorophenyl)ethanone (5.2 g, 23 mmol), semicarbazide hydrochloride (2.6 g, 24 mmol) in ethanol (50 mL) was stirred overnight at ambient temperature and then heated to 80° C. for 5 hours. The reaction mixture was concentrated and the resulting residue was dissolved in acetic acid (50 mL) which was heated to 130° C. for 6 h. After cooling, the mixture was concentrated under reduced pressure. The residue was triturated with ethyl ether, filtered, and washed with diethyl ether and then hexanes. The crystalline material was collected and dried under high vacuum to give the desired product. (4.2 g, 96%) LCMS: (M+H)=192.1.

후처리

  1. temperatureheated to 80° C. for 5 hours
  2. concentrationThe reaction mixture was concentrated
  3. dissolutionthe resulting residue was dissolved in acetic acid (50 mL) which
  4. temperaturewas heated to 130° C. for 6 h
  5. temperatureAfter cooling
  6. concentrationthe mixture was concentrated under reduced pressure
  7. customThe residue was triturated with ethyl ether
  8. filtrationfiltered
  9. washwashed with diethyl ether
  10. customThe crystalline material was collected
  11. customdried under high vacuum

출처 및 근거

ORD 기록
ord-7ef1b21d62884fc29070255c63f2aa87
출처 데이터셋
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07767675B2

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