Sodium Hydroxide → 1,2-Dihydro-6-methyl-5-(2-methyl-4-thiazolyl)-2-oxo-3-pyridinecarboxylic acid

HRID 1719224Notes

Reaction equation

HRID 1719224 reaction equation
[CH3:1][C:2]1[NH:7][C:6](=[O:8])[C:5]([C:9](N)=[O:10])=[CH:4][C:3]=1[C:12]1[N:13]=[C:14]([CH3:17])[S:15][CH:16]=1.[OH-:18].[Na+]>O>[CH3:1][C:2]1[NH:7][C:6](=[O:8])[C:5]([C:9]([OH:18])=[O:10])=[CH:4][C:3]=1[C:12]1[N:13]=[C:14]([CH3:17])[S:15][CH:16]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 155921671,2-Dihydro-6-methyl-5-(2-methyl-4-thiazolyl)-2-oxo-3-pyridinecarboxamide

Product 1

HCID 155921681,2-Dihydro-6-methyl-5-(2-methyl-4-thiazolyl)-2-oxo-3-pyridinecarboxylic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

C-4. 1,2-Dihydro-6-methyl-5-(2-methyl-4-thiazolyl)2-oxo-3-pyridinecarboxylic acid--A mixture containing 32 g of 1,2-dihydro-6-methyl-5-(2-methyl-4-thiazolyl)-2-oxo-3-pyridinecarboxamide, 50 ml of 35% aqueous sodium hydroxide solution and 300 ml of water was heated on a steam bath for 15 hours and cooled. The reaction mixture was filtered to remove a small quantity of insoluble material and the filtrate was acidified with concentrated hydrochloric acid. The resulting precipitate was collected, washed with water and dried in an oven at 80° C. to produce 30.2 g of 1,2-dihydro-6-methyl-5-(2-methyl-4-thiazolyl)-2-oxo-3-pyridinecarboxylic acid, m.p. 297°-299° C. with decomposition.

Workup

  1. temperaturewas heated on a steam bath for 15 hours
  2. temperaturecooled
  3. filtrationThe reaction mixture was filtered
  4. customto remove a small quantity of insoluble material
  5. customThe resulting precipitate was collected
  6. washwashed with water
  7. customdried in an oven at 80° C.

Sources & evidence

ORD record
ord-7eefa3517ae742e0bf3ee842c7c6ed71
Source dataset
uspto-grants-1985_09
Patent number
US04539327

Reaction notes

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