Ethyl bromoacetate → 3-Carbethoxymethyl-2-methylthio-7-phenylpyrazolo [1,5-a]-1,3,5-triazine-4-one

HRID 35728Notes

Reaction equation

HRID 35728 reaction equation
[CH3:1][S:2][C:3]1[NH:8][C:7](=[O:9])[N:6]2[N:10]=[C:11]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH:12]=[C:5]2[N:4]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:25]([O:27][C:28](=[O:31])[CH2:29]Br)[CH3:26]>CN(C)C=O>[C:28]([CH2:29][N:8]1[C:7](=[O:9])[N:6]2[N:10]=[C:11]([C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH:12]=[C:5]2[N:4]=[C:3]1[S:2][CH3:1])([O:27][CH2:25][CH3:26])=[O:31]

Participants

5

Reactant 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 135712889HCID 135712889, compound

Product 1

HCID 140994643-Carbethoxymethyl-2-methylthio-7-phenylpyrazolo [1,5-a]-1,3,5-triazine-4-one

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 260 mg of 2-methylthio-7-phenylpyrazolo [1,5-a]-1,3,5-triazine-4-one and 140 mg of anhydrous potassium carbonate in 5 ml dry dimethylformamide is stirred at room temperature for 15 min while 0.14 ml ethylbromacetate is added dropwise. The mixture is stirred at room temperature overnight, filtered, and the filter cake washed with dimethylformamide.

Workup

  1. additionis added dropwise
  2. filtrationfiltered
  3. washthe filter cake washed with dimethylformamide

Sources & evidence

ORD record
ord-e18bd378688440c28bedfaf8b91e0186
Source dataset
uspto-grants-1988_08
Patent number
US04767858

Reaction notes

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