Acetic Anhydride → HCID 135603558, compound

HRID 261077Notes

Reaction equation

HRID 261077 reaction equation
[NH2:1][C:2]1[C:6]([C:7]([NH2:9])=[O:8])=[C:5]([NH2:10])[N:4]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:3]=1.[C:17](OC(=O)C)(=O)[CH3:18].[OH-].[Na+]>C(O)(=O)C>[NH2:10][C:5]1[N:4]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:3]=[C:2]2[C:6]=1[C:7](=[O:8])[NH:9][C:17]([CH3:18])=[N:1]2

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 14798Sodium HydroxideHCID 20395980HCID 20395980, compound

Product 1

HCID 135603558HCID 135603558, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

3,5-Diamino-1-phenylpyrazole-4-carboxamide (10.8 g) prepared as in Example 58 was heated with acetic acid (15 ml) and acetic anhydride (5.1 g) for 16 hours. The solution was poured into 2 M sodium hydroxide solution (200 ml) and a trace of solid was filtered off. The filtrate was adjusted to pH=7 with concentrated hydrochloric acid to precipitate 3-amino-2-phenyl-6-methyl-2,5-dihydropyrazolo[3,4-d]pyrimidin-4-one (6.1 g) which was recrystallised from 2-methoxyethanol (3.6 g yield), m.p. 279°-281° C.

Workup

  1. filtrationa trace of solid was filtered off
  2. customto precipitate 3-amino-2-phenyl-6-methyl-2,5-dihydropyrazolo[3,4-d]pyrimidin-4-one (6.1 g) which
  3. customwas recrystallised from 2-methoxyethanol (3.6 g yield), m.p. 279°-281° C.

Sources & evidence

ORD record
ord-b2016acd6a05437182c9a8d463d20045
Source dataset
uspto-grants-1979_08
Patent number
US04163846

Reaction notes

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