Dimethylamine → N-methyl-N-(N-dimethylaminocarbonyl-N-methyl-amino-sulphenyl)-carbamic acid O-(1-isopropyl-pyrazol-4-yl) ester

HRID 1649559ノート

反応式

HRID 1649559 の反応式
[CH:1]([N:4]1[CH:8]=[C:7]([OH:9])[CH:6]=[N:5]1)([CH3:3])[CH3:2].[CH2:10]([N:12](CC)[CH2:13]C)C.[CH3:17][N:18]([S:22][N:23]([CH3:27])[C:24](F)=[O:25])[C:19](F)=[O:20].CNC>C1(C)C=CC=CC=1>[CH:1]([N:4]1[CH:8]=[C:7]([O:9][C:24](=[O:25])[N:23]([CH3:27])[S:22][N:18]([C:19]([N:12]([CH3:13])[CH3:10])=[O:20])[CH3:17])[CH:6]=[N:5]1)([CH3:3])[CH3:2]

参加物

6

反応物 4

HCID 674DimethylamineHCID 8471TriethylamineHCID 12897270bis-(N-methyl-N-fluorocarbonylamino)sulfideHCID 130184111-(Propan-2-yl)-1H-pyrazol-4-ol

生成物 1

HCID 12836673N-methyl-N-(N-dimethylaminocarbonyl-N-methyl-amino-sulphenyl)-carbamic acid O-(1-isopropyl-pyrazol-4-yl) ester収率 86%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

実験手順

A mixture of 6.3 g (0.05 mol) of 1-isopropyl-4-hydroxy-pyrazole, 5.1 g (0.05 mol) of triethylamine and 200 ml of toluene was added to a solution of 9.2 g (0.05 mol) of bis-(N-methyl-N-fluorocarbonylamino) sulphide in 50 ml of toluene at 0°-5° C. The reaction mixture was subsequently stirred at room temperature for 2 hours, and 11 g of an approximately 45% strength aqueous dimethylamine solution were then added at 15°-20° C. The mixture was subsequently stirred at room temperature for 3 hours, the aqueous phase was separated off and the toluene solution was extracted twice more by shaking with 25 ml of water each time. The organic phase was dried over sodium sulphate and evaporated in vacuo. The residue was subjected to incipient distillation under a high vacuum. 13.5 g (86% of theory) of N-methyl-N-(N-dimethylaminocarbonyl-N-methyl-amino-sulphenyl)-carbamic acid O-(1-isopropyl-pyrazol-4-yl) ester were thus obtained in the form of a light-brown oil with a refractive index nD22 of 1.5192.

後処理

  1. stirringThe mixture was subsequently stirred at room temperature for 3 hours
  2. customthe aqueous phase was separated off
  3. extractionthe toluene solution was extracted twice more
  4. stirringby shaking with 25 ml of water each time
  5. dry with materialThe organic phase was dried over sodium sulphate
  6. customevaporated in vacuo
  7. distillationThe residue was subjected to incipient distillation under a high vacuum

出典と根拠

ORDレコード
ord-4e3fd5734917474d9945e2725e0e4f78
出典データセット
uspto-grants-1983_11
特許番号
US04418073

反応ノート

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