Sulfuric Acid → 2,6-Dichloro-4-methylnicotinamide

HRID 1589898Notes

Reaction equation

HRID 1589898 reaction equation
[C:1]([C:3]1[C:4]([Cl:11])=[N:5][C:6]([Cl:10])=[CH:7][C:8]=1[CH3:9])#[N:2].S(=O)(=O)(O)[OH:13].[OH-].[Na+]>O>[Cl:11][C:4]1[C:3]([C:1]([NH2:2])=[O:13])=[C:8]([CH3:9])[CH:7]=[C:6]([Cl:10])[N:5]=1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 701313-Cyano-2,6-dichloro-4-methylpyridine

Product 1

HCID 3348552,6-Dichloro-4-methylnicotinamide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
105 °C

Procedure

A mixture of 3-cyano-2,6-dichloro-4-methylpyridine (270g, 1.44 mole) and concentrated sulfuric acid (530ml) was heated and stirred at 100-110° C. for 3 hours. The resultant mixture was cooled, and poured, with stirring, into 21 of water, to produce a precipitate. The precipitate was neutralized with a sodium hydroxide solution and stirred overnight. The precipitate was then filtered, washed with 31 of water, and dried at 80° C. under vacuum.

Workup

  1. temperaturewas heated
  2. additionpoured
  3. customto produce a precipitate
  4. stirringstirred overnight
  5. filtrationThe precipitate was then filtered
  6. washwashed with 31 of water
  7. customdried at 80° C. under vacuum

Sources & evidence

ORD record
ord-5483b9ed7c13443eafbfcbb3c868d9ae
Source dataset
uspto-grants-1993_04
Patent number
US05200522

Reaction notes

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