Dimethylformamide dimethyl acetal → 4,4-Dimethyl-1-dimethylamino-2-(1,2,4-triazol-1-yl)-pent-1-en-3-one

HRID 1702160

Reaction equation

HRID 1702160 reaction equation
[CH3:1][C:2]([CH3:12])([CH3:11])[C:3](=[O:10])[CH2:4][N:5]1[CH:9]=[N:8][CH:7]=[N:6]1.CO[CH:15](OC)[N:16]([CH3:18])[CH3:17]>>[CH3:1][C:2]([CH3:12])([CH3:11])[C:3](=[O:10])[C:4]([N:5]1[CH:9]=[N:8][CH:7]=[N:6]1)=[CH:15][N:16]([CH3:18])[CH3:17]

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 1008773,3-Dimethyl-1-(1H-1,2,4-triazol-1-yl)-2-butanone

Product 1

HCID 539360354,4-Dimethyl-1-dimethylamino-2-(1,2,4-triazol-1-yl)-pent-1-en-3-oneYield 92%

Procedure

250.8 g (1.5 mol) of 3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one and 196 g (1.65 mol) of dimethylformamide dimethyl acetal were heated under reflux for 5 hours. Thereafter, the excess acetal was distilled off. 306 g (92% of theory) of 4,4-dimethyl-1-dimethylamino-2-(1,2,4-triazol-1-yl)-pent-1-en-3-one of refractive index nD20 1.531 were obtained. ##STR14##

Workup

  1. temperatureunder reflux for 5 hours
  2. distillationThereafter, the excess acetal was distilled off

Sources & evidence

ORD record
ord-92f219932e104d4e96b8cc1fe3ba899d
Source dataset
uspto-grants-1983_04
Patent number
US04380628

Linked notes

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