Water → 5,6-Dichloropyridine-3-carboxamide

HRID 730814Notes

Reaction equation

HRID 730814 reaction equation
[Cl:1][C:2]1[C:3]([Cl:11])=[N:4][CH:5]=[C:6]([CH:10]=1)[C:7](Cl)=[O:8].[NH4+:12].[OH-].O>C(Cl)Cl>[Cl:1][C:2]1[C:3]([Cl:11])=[N:4][CH:5]=[C:6]([CH:10]=1)[C:7]([NH2:12])=[O:8]

Participants

5

Reactant 3

HCID 962WaterHCID 14923Ammonium HydroxideHCID 27821565,6-dichloropyridine-3-carbonyl Chloride

Product 1

HCID 27821675,6-Dichloropyridine-3-carboxamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 5,6-dichloro-nicotinoyl chloride from step (a) above (1.73 g, 8.22 mmol)) in CH2Cl2 (50 mL) was added to a mixture of 28% aq. NH4OH (20 mL), water (20 mL) and CH2Cl2 (50 mL), and vigorously stirred at room temperature for 2 h. The organic phase was separated, washed with brine (50 mL), dried over Na2SO4, filtered and concentrated in vacuo to give the title compound as a white solid. MS (ESI, pos. ion) m/z: 191 (M+1).

Workup

  1. customThe organic phase was separated
  2. washwashed with brine (50 mL)
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-9b1f84ff013d41458dd353836c09fbc5
Source dataset
uspto-grants-2009_09
Patent number
US07582761B2

Reaction notes

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