1H-1,2,4-Triazole → 4-Ethyl-6-(1,2,4-triazol-1-yl)pyrimidine

HRID 850109ノート

反応式

HRID 850109 の反応式
Cl[C:2]1[CH:7]=[C:6]([CH2:8][CH3:9])[N:5]=[CH:4][N:3]=1.[NH:10]1[CH:14]=[N:13][CH:12]=[N:11]1>CO.ClCCl>[CH2:8]([C:6]1[CH:7]=[C:2]([N:10]2[CH:14]=[N:13][CH:12]=[N:11]2)[N:3]=[CH:4][N:5]=1)[CH3:9]

参加物

5

反応物 2

HCID 92571H-1,2,4-TriazoleHCID 111372714-Chloro-6-ethylpyrimidine

生成物 1

HCID 193659594-Ethyl-6-(1,2,4-triazol-1-yl)pyrimidine収率 82.2%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
120 °C

実験手順

A mixture of 4-chloro-6-ethylpyrimidine (1.42 g, 10 mmol) and 1H-1,2,4-triazole (1.4 g, 20 mmol) was heated to 120° C. with stirring to give a yellow oil, which deposited an orange solid. The mixture was maintained at 120° C. for 0.2 hours, cooled to 70° C. and dissolved in methanol (10 ml). The solution was diluted with dichloromethane (50 ml) and was washed with saturated sodium bicarbonate solution (20 ml). The aqueous phase was extracted with dichloromethane (2×20 ml) and the combined organic layers were dried (MgSO4) and evaporated under reduced pressure. The crude product was purified by column chromatography on silica by elution with ethyl acetate to give the title compound (1.44 g, 82%) as a yellow solid, m.p. 75-76° C., which was characterised by 1H-N.M.R. spectroscopy.

後処理

  1. customto give a yellow oil, which
  2. temperatureThe mixture was maintained at 120° C. for 0.2 hours
  3. temperaturecooled to 70° C.
  4. washwas washed with saturated sodium bicarbonate solution (20 ml)
  5. extractionThe aqueous phase was extracted with dichloromethane (2×20 ml)
  6. dry with materialthe combined organic layers were dried (MgSO4)
  7. customevaporated under reduced pressure
  8. customThe crude product was purified by column chromatography on silica by elution with ethyl acetate

出典と根拠

ORDレコード
ord-f25f375d64184046b6faf5983d5f1c54
出典データセット
uspto-grants-2000_01
特許番号
US06015825

反応ノート

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