Ammonium Hydroxide → 7-Phenylpyrazolo[1,5-a]pyrimidine-3-carboxamide

HRID 2073184

Reaction equation

HRID 2073184 reaction equation
[C:1]1([C:7]2[N:12]3[N:13]=[CH:14][C:15]([C:16]#[N:17])=[C:11]3[N:10]=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-:18].[NH4+]>S(=O)(=O)(O)O>[C:1]1([C:7]2[N:12]3[N:13]=[CH:14][C:15]([C:16]([NH2:17])=[O:18])=[C:11]3[N:10]=[CH:9][CH:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 14804157-Phenylpyrazolo[1,5-a]pyrimidine-3-carbonitrile

Product 1

HCID 145018607-Phenylpyrazolo[1,5-a]pyrimidine-3-carboxamide

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

A mixture of 4.0 g of 7-phenylpyrazolo[1,5-a]pyrimidine-3-carbonitrile (prepared as described in Example 7 of U.S. Pat. No. 4,236,005) and 40 ml of concentrated sulfuric acid was stirred at room temperature for 16 hours. The solution was then carefully poured into ice with stirring and the mixture was carefully made just basic with concentrated ammonium hydroxide. The solid was collected by filtration and recrystallized from dichloromethane to give pale yellow needles m.p. 236°-238.5° C.

Workup

  1. customprepared
  2. additionThe solution was then carefully poured into ice
  3. filtrationThe solid was collected by filtration
  4. customrecrystallized from dichloromethane

Sources & evidence

ORD record
ord-6ce34974c9db43c5961da614671bb131
Source dataset
uspto-grants-1990_04
Patent number
US04916137

Linked notes

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