Ethanol → HCID 86735514, compound

HRID 1678848Notes

Reaction equation

HRID 1678848 reaction equation
[NH:1]([C:3]1[N:7]([CH3:8])[N:6]=[C:5]([CH3:9])[C:4]=1[N+:10]([O-:12])=[O:11])[NH2:2].[CH2:13]([O:15][C:16](=[O:27])[C:17](=[CH:23]OCC)[C:18]([C:20]([OH:22])=[O:21])=O)[CH3:14].[CH2:28](O)[CH3:29]>>[CH3:8][N:7]1[C:3]([N:1]2[C:18]([C:20]([O:22][CH2:28][CH3:29])=[O:21])=[C:17]([C:16]([O:15][CH2:13][CH3:14])=[O:27])[CH:23]=[N:2]2)=[C:4]([N+:10]([O-:12])=[O:11])[C:5]([CH3:9])=[N:6]1

Participants

4

Reactant 3

HCID 702Ethanol2×HCID 35372575-Hydrazino-1,3-dimethyl-4-nitro-1H-pyrazoleHCID 54255144Ethoxymethylene oxalacetic acid ethyl ester

Product 1

HCID 86735514HCID 86735514, compound

Procedure

120 gms. of 5-hydrazino-1,3-dimethyl-4-nitro-1H-pyrazole are dissolved in 500 ml. of absolute ethanol and 173 gms. of ethoxymethylene oxalacetic acid ethyl ester dissolved in 300 ml. of ethanol are slowly added dropwise. After refluxing for 10 hours and distilling off the solvent, the product, 1-(1,3-dimethyl-4-nitro-1H-pyrazol-5-yl)-1H-pyrazole-4,5-dicarboxylic acid, diethyl ester, is obtained as a brown oil, which crystallizes on trituration with cold ether, yield 143 gms. after recrystallization from cyclohexane/benzene, yellow crystals, m.p. 70°-80°.

Workup

  1. temperatureAfter refluxing for 10 hours
  2. distillationdistilling off the solvent

Sources & evidence

ORD record
ord-24781f9ddb1e45cdaf2d9cf5f563a435
Source dataset
uspto-grants-1978_03
Patent number
US04077956

Reaction notes

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