Ammonia → HCID 12888760, compound

HRID 1153850Notes

Reaction equation

HRID 1153850 reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([C:7]#[N:8])[C:4]([NH:9][C:10]2[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][C:11]=2[N+:19]([O-])=O)=[N:3]1.N.O.S>C(O)C>[NH2:19][C:11]1[CH:12]=[C:13]([N+:16]([O-:18])=[O:17])[CH:14]=[CH:15][C:10]=1[NH:9][C:4]1[C:5]([C:7]#[N:8])=[CH:6][N:2]([CH3:1])[N:3]=1

Participants

6

Reactant 4

HCID 222AmmoniaHCID 402Hydrogen SulfideHCID 962WaterHCID 12888762HCID 12888762, compound

Product 1

HCID 12888760HCID 12888760, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-Methyl-3-(2,4-dinitroanilino)pyrazole-4-carbonitrile (2.88 g) was stirred in a mixture of 0.88 ammonia solution (60 ml), water (90 ml) and ethanol (60 ml) under reflux whilst a slow stream of hydrogen sulphide gas was bubbled through for 2 hours. The mixture was cooled, filtered and the residue crystallised from ethyl acetate-n-hexane to give the title compound m.p. 204° C.

Workup

  1. customwas bubbled through for 2 hours
  2. temperatureThe mixture was cooled
  3. filtrationfiltered
  4. customthe residue crystallised from ethyl acetate-n-hexane

Sources & evidence

ORD record
ord-ff84781dda90484ab36f9ad3c8ccf11c
Source dataset
uspto-grants-1984_12
Patent number
US04486591

Reaction notes

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