Hydrogen Bromide → HCID 14370125, compound

HRID 2073857Notes

Reaction equation

HRID 2073857 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([C:12]#[N:13])[C:7]([NH2:11])=[N:8][C:9]=1[CH3:10])(=[O:3])[CH3:2].[BrH:14].BrBr>C(O)(=O)C>[NH2:11][C:7]1[C:6]([C:12]#[N:13])=[CH:5][C:4]([C:1](=[O:3])[CH2:2][Br:14])=[C:9]([CH3:10])[N:8]=1

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 24408BromineHCID 143701235-Acetyl-2-amino-6-methyl-3-pyridinecarbonitrile

Product 1

HCID 14370125HCID 14370125, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
45 °C

Procedure

2.7 g (15.4 mmol) of 5-acetyl-2-amino-3-cyano-6-methyl-pyridine are suspended in 110 ml of glacial acetic acid, and 1.9 ml (16.2 mmol) of 48% strength HBr are added. Then 5.2 g (32.4 mmol) of bromine are added, and the mixture is stirred at 45° C. for five hours. After cooling, the mixture is filtered with suction and the filter cake is stirred with NaHCO3 solution, filtered with suction and dried. Recrystallization from ethanol is used for purification.

Workup

  1. temperatureAfter cooling
  2. filtrationthe mixture is filtered with suction
  3. stirringthe filter cake is stirred with NaHCO3 solution
  4. filtrationfiltered with suction
  5. customdried
  6. customRecrystallization from ethanol
  7. customis used for purification

Sources & evidence

ORD record
ord-b9bb4e605f074ba1aab4a5319bc4f9bc
Source dataset
uspto-grants-1990_04
Patent number
US04920136

Reaction notes

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