Formamide → 1-(2-Bromophenyl)-1H-1,2,4-triazole

HRID 478250

反応式

HRID 478250 の反応式
Cl.[Br:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[NH:9][NH2:10].Cl[CH2:12]Cl.[CH:14]([NH2:16])=O>>[Br:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH:14]=[N:16][CH:12]=[N:10]1

参加物

4

反応物 3

HCID 713FormamideHCID 6344DichloromethaneHCID 27239122-Bromophenylhydrazine hydrochloride

生成物 1

HCID 180012721-(2-Bromophenyl)-1H-1,2,4-triazole

反応条件

温度
140 °C

実験手順

A suspension of 2-bromophenylhydrazine hydrochloride (5.0 g, 22 mmol) in formamide (10 ml) was heated at 140° C. for 16 h. The reaction mixture was cooled to ambient temperature, diluted into dichloromethane (50 ml) and washed with water (3×20 ml). The organic phase was dried over anhydrous magnesium sulfate, filtered and evaporated to dryness. Purification by chromatography on silica gel eluting with dichloromethane gave 1-(2-bromophenyl)-1H-[1,2,4]triazole (4.80 g) as a tan solid: δH (400 MHz, CDCl3) 8.49 (1H, s), 8.14 (1H, s), 7.76 (1H, dd, J 1 and 8), 7.44-7.53 (2H, m), 7.34-7.39 (1H, m).

後処理

  1. temperatureThe reaction mixture was cooled to ambient temperature
  2. washwashed with water (3×20 ml)
  3. dry with materialThe organic phase was dried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. customevaporated to dryness
  6. customPurification by chromatography on silica gel eluting with dichloromethane

出典と根拠

ORDレコード
ord-67e18148d26a47ecb1294ca13ced64a0
出典データセット
uspto-grants-2003_11
特許番号
US06642229B2

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