Water → 5-Bromo-3-nitropyridine-2-carboxamide

HRID 2422682Notes

Reaction equation

HRID 2422682 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([N+:10]([O-:12])=[O:11])[C:5]([C:8]#[N:9])=[N:6][CH:7]=1.[OH2:13]>S(=O)(=O)(O)O>[Br:1][C:2]1[CH:3]=[C:4]([N+:10]([O-:12])=[O:11])[C:5]([C:8]([NH2:9])=[O:13])=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 962WaterHCID 27696985-Bromo-3-nitropyridine-2-carbonitrile

Product 1

HCID 672444665-Bromo-3-nitropyridine-2-carboxamideYield 83%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
100 °C

Procedure

5-Bromo-2-cyano-3-nitropyridine (500 mg, 2.19 mmol) was dissolved in concentrated sulfuric acid (1 mL), and stirred at 100° C. for 2 hours. After cooled to 0° C., water was added thereto, and stirred at that temperature. The resulting pale gray solid was taken out through filtration and dried to obtain the intended compound (447 mg, 83%).

Workup

  1. temperatureAfter cooled to 0° C.
  2. stirringstirred at that temperature
  3. filtrationThe resulting pale gray solid was taken out through filtration
  4. customdried

Sources & evidence

ORD record
ord-9df5c7c357614e7bab51d22418ce2edd
Source dataset
uspto-grants-2011_06
Patent number
US07960394B2

Reaction notes

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