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

HRID 538988

反応式

HRID 538988 の反応式
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

参加物

4

反応物 3

HCID 176Acetic AcidHCID 24654Hydrazine hydrate (1:1)HCID 178484323HCID 178484323、化合物

生成物 1

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

反応条件

温度
90 °C

実験手順

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]+.

後処理

  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

出典と根拠

ORDレコード
ord-a03b0807d0e747069a523bbc344bccc7
出典データセット
uspto-grants-2014_10
特許番号
US08865726B2

関連ノート

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