Hydrochloric Acid → 3-Amino-4-cyano-1-methyl-5-dimethylaminopyrazole

HRID 261076Notes

Reaction equation

HRID 261076 reaction equation
[CH3:1][N:2]([C:11]([N:17]([CH3:19])[CH3:18])=[C:12]([C:15]#[N:16])[C:13]#[N:14])[N:3]=CC1C=CC=CC=1.Cl>>[NH2:14][C:13]1[C:12]([C:15]#[N:16])=[C:11]([N:17]([CH3:19])[CH3:18])[N:2]([CH3:1])[N:3]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 53665727HCID 53665727, compound

Product 1

HCID 203959793-Amino-4-cyano-1-methyl-5-dimethylaminopyrazole

Procedure

The product of stage (b) (19 g) was heated for 20 minutes with 1 M hydrochloric acid. The mixture was cooled and benzaldehyde was removed by extraction with dichloromethane. The aqueous phase was neutralised with sodium hydroxide to precipitate 3-amino-4-cyano-1-methyl-5-dimethylaminopyrazole (7.2 g), m.p. 100°-102° C.

Workup

  1. temperatureThe mixture was cooled
  2. custombenzaldehyde was removed by extraction with dichloromethane
  3. customto precipitate 3-amino-4-cyano-1-methyl-5-dimethylaminopyrazole (7.2 g), m.p. 100°-102° C.

Sources & evidence

ORD record
ord-41ac1a73a8614f55888373eefa685a39
Source dataset
uspto-grants-1979_08
Patent number
US04163846

Reaction notes

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