Acetic Acid → 5-(4-Bromophenyl)-1H-1,2,4-triazole

HRID 538988

반응식

HRID 538988 반응식
O.[NH2:2]N.C(O)(=O)C.[Br:8][C:9]1[CH:21]=[CH:20][C:12]([C:13](/[N:15]=[CH:16]/[N:17](C)C)=O)=[CH:11][CH:10]=1>>[Br:8][C:9]1[CH:21]=[CH:20][C:12]([C:13]2[NH:2][N:17]=[CH:16][N:15]=2)=[CH:11][CH:10]=1

참가 물질

4

반응물 3

HCID 176Acetic AcidHCID 24654Hydrazine hydrate (1:1)HCID 178484323HCID 178484323, 화합물

생성물 1

HCID 469487345-(4-Bromophenyl)-1H-1,2,4-triazole수율 66.5%

반응 조건

온도
90 °C

실험 절차

To a solution of hydrazine hydrate (1.96 mL, 40.4 mmol) in acetic acid (91.9 mL, 36.8 mmol) was added (E)-4-bromo-N-((dimethylamino)methylene)benzamide (9.38 g, 36.8 mmol) and the mixture stirred at 90° C. for 1.5 hours. The reaction mixture was concentrated to about 10 mL and diluted with ether (50 mL). The resulting white solid was collected by vacuum filtration, rinsing with excess ether, and dried to afford 5-(4-bromophenyl)-1H-1,2,4-triazole (5.48 g, 66%) which was carried on without further purification. LCMS (APCI+) m/z 224, 226 [M+H]+.

후처리

  1. concentrationThe reaction mixture was concentrated to about 10 mL
  2. additiondiluted with ether (50 mL)
  3. filtrationThe resulting white solid was collected by vacuum filtration
  4. washrinsing with excess ether
  5. customdried

출처 및 근거

ORD 기록
ord-a03b0807d0e747069a523bbc344bccc7
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08865726B2

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