Sulfuric Acid → Pyrazolo[1,5-a]pyrimidine-3-carboxamide

HRID 1681136Notes

Reaction equation

HRID 1681136 reaction equation
[N:1]1[N:5]2[CH:6]=[CH:7][CH:8]=[N:9][C:4]2=[C:3]([C:10]#[N:11])[CH:2]=1.S(=O)(=O)(O)[OH:13]>>[N:1]1[N:5]2[CH:6]=[CH:7][CH:8]=[N:9][C:4]2=[C:3]([C:10]([NH2:11])=[O:13])[CH:2]=1

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 819275Pyrazolo(1,5-a)pyrimidine-3-carbonitrile

Product 1

HCID 17382655Pyrazolo[1,5-a]pyrimidine-3-carboxamide

Procedure

As shown hereinabove a pyrazolo(1,5-a)-pyrimidine-3-carbonitrile (4) (prepared in the manner described in U.S. Pat. Nos. 4,281,000; 4,236,005 and 4,178,499) is stirred with concentrated sulfuric acid at room temperature for from 2-20 hours. The mixture is carefully poured onto ice and the precipitate is collected, neutralized with sodium hydroxide, ammonium hydroxide or saturated sodium bicarbonate and the like and washed with water to obtain the corresponding pyrazolo(1,5-a)pyrimidine-3-carboxamide compound (3).

Workup

  1. customprepared in the manner
  2. additionThe mixture is carefully poured onto ice
  3. customthe precipitate is collected
  4. washthe like and washed with water

Sources & evidence

ORD record
ord-3fa3787ddf314a6a8a2ac3650bd241ab
Source dataset
uspto-grants-1992_12
Patent number
US05169850

Reaction notes

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