Phosphoric Acid → HCID 21812833, compound

HRID 1639523Notes

Reaction equation

HRID 1639523 reaction equation
[NH2:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([N+:13]([O-:15])=[O:14])[CH:8]=2)[N:5]=[CH:4][C:3]=1C#N.P(=O)(O)(O)O.[OH-].[NH4+]>>[NH2:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([N+:13]([O-:15])=[O:14])[CH:8]=2)[N:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 1004Phosphoric AcidHCID 14923Ammonium HydroxideHCID 123888045-Amino-1-(3-nitrophenyl)-1H-pyrazole-4-carbonitrile

Product 1

HCID 21812833HCID 21812833, compoundYield 80%

Procedure

5-amino-1-(3′-nitrophenyl)-4-cyanopyrazole (559 mg, 2.44 mmol) and phosphoric acid (86%, 6 ml) were refluxed at 170° C. for 15 h. The reaction was cooled to room temperature and neutralized with ammonium hydroxide. The organics were extracted three times with diethyl ether (total 40 ml), washed with brine, and dried over magnesium sulfate. Removal of solvent gave 5-amino-1-(3′-nitrophenyl)-pyrazole as a yellow powder (398 mg, 80% yield).

Workup

  1. extractionThe organics were extracted three times with diethyl ether (total 40 ml)
  2. washwashed with brine
  3. dry with materialdried over magnesium sulfate
  4. customRemoval of solvent

Sources & evidence

ORD record
ord-84fa9550a45b4384b436d713367932cc
Source dataset
uspto-grants-2012_02
Patent number
US08110568B2

Reaction notes

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