Pyridine → 1-(5-Methyl-4-phenyl-4H-1,2,4-triazol-3-yl)piperazine

HRID 326479ノート

反応式

HRID 326479 の反応式
Br[C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:5]([CH3:13])=[N:4][N:3]=1.[NH:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1.N1C=CC=CC=1>CO.C(Cl)Cl>[CH3:13][C:5]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:2]([N:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)=[N:3][N:4]=1

参加物

5

反応物 3

HCID 1049PyridineHCID 4837PiperazineHCID 12217059HCID 12217059、化合物

生成物 1

HCID 224187621-(5-Methyl-4-phenyl-4H-1,2,4-triazol-3-yl)piperazine

試薬・触媒・溶媒 1

HCID 21226129Dichloromethane methanol溶媒

実験手順

A mixture of 3-bromo-5-methyl-4-phenyl-4H-1,2,4-triazole (4.16 g), 15.07 g of piperazine and 20 ml of pyridine is stirred at 100° under nitrogen for 22 h. The reaction is monitored by TLC (8% methanol/methylene chloride) and after this period of time no change occurs. The mixture is subsequently placed in a Parr bomb and heated in an oil bath at 180° for 24 h. Bomb pressure increases by 40 psi. The mixture is worked up by partitioning between chloroform and water. The organic phase is washed with saturated aqueous sodium bicarbonate (2×) and with saline (2×), dried over sodium sulfate and concentrated to a solid, the product is recrystallized in ethyl acetate, MS [M+H]+ 243.1484

後処理

  1. temperatureheated in an oil bath at 180° for 24 h
  2. temperatureincreases by 40 psi
  3. customby partitioning between chloroform and water
  4. washThe organic phase is washed with saturated aqueous sodium bicarbonate (2×) and with saline (2×)
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated to a solid
  7. customthe product is recrystallized in ethyl acetate

出典と根拠

ORDレコード
ord-81fad1bac2dd44d8a30068bce27f1fec
出典データセット
uspto-grants-1993_12
特許番号
US05268477

反応ノート

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