Ammonia → 5-Acetyl-2-amino-6-methyl-3-pyridinecarbonitrile

HRID 2073859Notes

Reaction equation

HRID 2073859 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([C:12]#[N:13])[C:7](Cl)=[N:8][C:9]=1[CH3:10])(=[O:3])[CH3:2].[NH3:14]>O1CCCC1>[C:1]([C:4]1[CH:5]=[C:6]([C:12]#[N:13])[C:7]([NH2:14])=[N:8][C:9]=1[CH3:10])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 14753755-acetyl-2-chloro-6-methylnicotinonitrile

Product 1

HCID 143701235-Acetyl-2-amino-6-methyl-3-pyridinecarbonitrile

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
80 °C

Procedure

40 g (0.21 mol) of 5-acetyl-2-chloro-3-cyano-6-methyl-pyridine are dissolved in 800 ml of tetrahydrofuran, 200 ml of concentrated aqueous NH3 solution are added, and the mixture is heated at 80° C. in a stirred autoclave for two hours. After cooling, the mixture is concentrated and filtered, and the filter cake is extracted by boiling in acetonitrile and is filtered with suction.

Workup

  1. temperatureAfter cooling
  2. concentrationthe mixture is concentrated
  3. filtrationfiltered
  4. extractionthe filter cake is extracted
  5. filtrationis filtered with suction

Sources & evidence

ORD record
ord-88e94102938145fe8ab76c4a08d35e07
Source dataset
uspto-grants-1990_04
Patent number
US04920136

Reaction notes

Loading…