Dimethylamine → N,N,1,3-tetramethyl-4-nitropyrazole-5-carboxamide

HRID 2058609ノート

反応式

HRID 2058609 の反応式
[CH3:1][N:2]1[C:6]([C:7](Cl)=[O:8])=[C:5]([N+:10]([O-:12])=[O:11])[C:4]([CH3:13])=[N:3]1.[CH3:14][NH:15][CH3:16].C(=O)([O-])[O-].[K+].[K+]>C(Cl)Cl>[CH3:14][N:15]([CH3:16])[C:7]([C:6]1[N:2]([CH3:1])[N:3]=[C:4]([CH3:13])[C:5]=1[N+:10]([O-:12])=[O:11])=[O:8]

参加物

5

反応物 3

HCID 674DimethylamineHCID 11430Potassium CarbonateHCID 103756241,3-Dimethyl-4-nitro-5-pyrazolecarboxylic acid chloride

生成物 1

HCID 20549790N,N,1,3-tetramethyl-4-nitropyrazole-5-carboxamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of 40 g of 1,3-dimethyl-4-nitropyrazole--5-carboxylic acid chloride in 50 ml of methylene chloride is added dropwise at from 10° to 20° C., while cooling, to 43 g of a 40% strength aqueous solution of dimethylamine; stirring is continued for a further 20 minutes. The resulting mixture is rendered alkaline with potassium carbonate; the organic layer is separated off, and the aqueous phase is extracted by shaking it with methylene chloride. The organic solution is dried and concentrated, and the residue is triturated with petroleum ether (bp 40° to 70° C.) to yield 38.3 g of N,N,1,3-tetramethyl-4-nitropyrazole-5-carboxamide, mp 57° to 59.5° C., which is converted into a product of mp 114° to 115.5° C. on recrystallization from cyclohexane.

後処理

  1. customthe organic layer is separated off
  2. extractionthe aqueous phase is extracted
  3. stirringby shaking it with methylene chloride
  4. customThe organic solution is dried
  5. concentrationconcentrated
  6. customthe residue is triturated with petroleum ether (bp 40° to 70° C.)

出典と根拠

ORDレコード
ord-b4dc527967fb49e68bdb72c91070988d
出典データセット
uspto-grants-1982_03
特許番号
US04317823

反応ノート

読み込み中…