Dimethylformamide dimethyl acetal → HCID 23469729, compound

HRID 128463Notes

Reaction equation

HRID 128463 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[N:11][CH:10]=[N:9]2)=[CH:4][CH:3]=1.CO[CH:21](OC)[N:22]([CH3:24])[CH3:23]>CN(C)C=O>[CH3:21][N:22]([CH3:24])[CH:23]=[N:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[N:11][CH:10]=[N:9]2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 23469728HCID 23469728, compound

Product 1

HCID 23469729HCID 23469729, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A 1.5 g. portion of 1-(p-aminophenyl)-5-phenyl-1H-1,2,4-triazole in 10.0 ml. of dimethylformamide dimethylacetal and 4.0 ml. of dimethylformamide is heated at 90°-95° C. for 1.5 hours. The solution is concentrated to 10 ml., cooled and then evaporated at 60° C. to an oil. This oil is triturated with 50 ml. of ether. The solid is collected by filtration and recrystallized from chloroform-hexane giving 670 mg. of the desired product as yellow plates, mp. 109°-111° C.

Workup

  1. concentrationThe solution is concentrated to 10 ml
  2. temperature, cooled
  3. customevaporated at 60° C. to an oil
  4. customThis oil is triturated with 50 ml
  5. filtrationThe solid is collected by filtration
  6. customrecrystallized from chloroform-hexane giving 670 mg

Sources & evidence

ORD record
ord-9dcfc293710e44279bddde8cff912e0f
Source dataset
uspto-grants-1981_03
Patent number
US04259504

Reaction notes

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