Sodium Hydroxide → HCID 14369785, compound

HRID 1381892Notes

Reaction equation

HRID 1381892 reaction equation
[CH3:1][O:2][C:3]1([O:17]C)[C:8](=O)[NH:7][C:6]([CH3:10])=[C:5]([C:11]2[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=2)[S:4]1.[OH-].[Na+]>Cl>[CH3:10][C:6]1[N:7]=[C:8]([C:3]([O:2][CH3:1])=[O:17])[S:4][C:5]=1[C:11]1[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 139360292,2-Dimethoxy-5-methyl-6-(pyridin-4-yl)-2H-1,4-thiazin-3(4H)-one

Product 1

HCID 14369785HCID 14369785, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

2,2-Dimethoxy-5-methyl-6-(4-pyridinyl)-2H-1,4-thiazin-3(4H)-one (200 mg) was dissolved in 2N hydrochloric acid (2 ml), and the mixture was allowed to stand at room temperature for 30 minutes. Then, the solution was made alkaline by addition of 2N aqueous sodium hydroxide under ice-cooling, and the resulting precipitates were collected by filtration. The precipitates were washed with water, air-dried, and was recrystallized from benzene-petroleum ether to give methyl 4-methyl-5-(4-pyridinyl)-thiazole-2-carboxylate (158 mg, yield 90%) as colorless needles.

Workup

  1. temperaturecooling
  2. customthe resulting precipitates
  3. filtrationwere collected by filtration
  4. washThe precipitates were washed with water
  5. customair-dried
  6. customwas recrystallized from benzene-petroleum ether

Sources & evidence

ORD record
ord-595081867cc74dc29e6e40faaf3e0e51
Source dataset
uspto-grants-1989_02
Patent number
US04804668

Reaction notes

Loading…