Hydrochloric Acid → HCID 20395950, compound

HRID 261071Notes

Reaction equation

HRID 261071 reaction equation
[C:1](Cl)(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].[NH2:8][C:9]1[C:13]([C:14]#[N:15])=[C:12]([NH2:16])[N:11]([CH3:17])[N:10]=1.Cl>N1C=CC=CC=1>[NH2:16][C:12]1[N:11]([CH3:17])[N:10]=[C:9]([NH:8][C:1](=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3])[C:13]=1[C:14]#[N:15]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 62493Pivaloyl chlorideHCID 126210283,5-diamino-1-methyl-1H-pyrazole-4-carbonitrile

Product 1

HCID 20395950HCID 20395950, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Pivaloyl chloride (2,2-dimethylpropionyl chloride) (3.6 g) was added cautiously to a suspension of 3,5-diamino-4-cyano-1-methylpyrazole (4.1 g) in pyridine (25 ml). The temperature of the mixture rose to about 60°. The mixture was left to cool overnight and was then poured into a mixture of ice (60 g) and concentrated HCl (40 ml). The precipitate was filtered off, washed and dried, to give 3.9 g of crude 5-amino-4-cyano-3-(2,2-dimethylpropanoylamino)-1-methylpyrazole. Recrystallisation from a 70:30 ethanol/water mixture gave 3.1 g of pure product, mp 245°-247° C.

Workup

  1. customrose to about 60°
  2. waitThe mixture was left
  3. temperatureto cool overnight
  4. filtrationThe precipitate was filtered off
  5. washwashed
  6. customdried

Sources & evidence

ORD record
ord-2ac07e3afcc241c09879e2c807fa0f8e
Source dataset
uspto-grants-1979_08
Patent number
US04163846

Reaction notes

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