Sodium Hydroxide → HCID 59583666, compound

HRID 222365Notes

Reaction equation

HRID 222365 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:9][N:10]2[C:14]([CH3:15])=[C:13]([C:16]([NH:18][C:19]3[S:20][C:21]([C:24]([O:26]C)=[O:25])=[CH:22][N:23]=3)=[O:17])[N:12]=[N:11]2)[CH:5]=[CH:6][C:7]=1[Cl:8].[OH-].[Na+]>CCO>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:9][N:10]2[C:14]([CH3:15])=[C:13]([C:16]([NH:18][C:19]3[S:20][C:21]([C:24]([OH:26])=[O:25])=[CH:22][N:23]=3)=[O:17])[N:12]=[N:11]2)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 42605983HCID 42605983, compound

Product 1

HCID 59583666HCID 59583666, compoundYield 83.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of methyl 2-[({1-[(3,4-dichlorophenyl)methyl]-5-methyl-1H-1,2,3-triazol-4-yl}carbonyl)amino]-1,3-thiazole-5-carboxylate (Example 4) (0.403 g, 0.95 mmol) and a 1N NaOH solution (10 mL, 9.5 mmol) in EtOH was stirred at reflux for 2 hours. The solvent was evaporated and the residue was acidified with a 1N HCl solution. The precipitate formed was filtered and dried to give the title compound as a white solid (326 mg, 83%). LC/MS: m/z 412 (M+H)+. Rt: 2.48 min.

Workup

  1. temperatureat reflux for 2 hours
  2. customThe solvent was evaporated
  3. customThe precipitate formed
  4. filtrationwas filtered
  5. customdried

Sources & evidence

ORD record
ord-c4f7df31d90f43a3a4d3f682e506cb7b
Source dataset
uspto-grants-2012_06
Patent number
US08207204B2

Reaction notes

Loading…