Hydrochloric Acid → 4-Chloro-N-methylpyridine-2-carboxamide--hydrogen chloride (1/1)

HRID 1645375Notes

Reaction equation

HRID 1645375 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([C:9]([NH:11][CH3:12])=[O:10])[CH:4]=1>CC(C)=O>[ClH:2].[Cl:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([C:9]([NH:11][CH3:12])=[O:10])[CH:4]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 14768144-Chloro-N-methylpicolinamide

Product 1

HCID 467810064-Chloro-N-methylpyridine-2-carboxamide--hydrogen chloride (1/1)Yield 171.8%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
5 °C

Procedure

37% hydrochloric acid (354 g, 3.59 mol) is added with stirring to a solution of the crude 4-chloro-N-methylpyridine-2-carboxamide (500 g, 2.93 mol) in acetone (2 kg) to such a degree that the temperature of the reaction mixture does not exceed 40° C. After cooling to approx. 5° C., stirring is continued for 1 h. The product is filtered off, washed with acetone (580 g) and dried under reduced pressure (50° C., 80 mbar). In this way, 521 g (86% of theory) of 4-chloro-N-methylpyridine-2-carboxamide hydrochloride are obtained.

Workup

  1. customdoes not exceed 40° C
  2. filtrationThe product is filtered off
  3. washwashed with acetone (580 g)
  4. customdried under reduced pressure (50° C., 80 mbar)

Sources & evidence

ORD record
ord-e811a1f241354e23897adae974c2a928
Source dataset
uspto-grants-2012_02
Patent number
US08124782B2

Reaction notes

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