Sodium Hydroxide → HCID 23692658, compound

HRID 497062Notes

Reaction equation

HRID 497062 reaction equation
Cl.[NH2:2][C:3]1[S:4][CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([NH:14][C:15]([CH2:17][N:18]([C:31]3[CH:36]=[CH:35][C:34]([O:37][CH3:38])=[CH:33][CH:32]=3)[C:19](=[O:30])[C:20]3[CH:29]=[CH:28][C:23]([C:24]([O:26]C)=[O:25])=[CH:22][CH:21]=3)=[O:16])=[CH:10][CH:9]=2)[N:7]=1.[OH-].[Na+:40]>CO>[NH2:2][C:3]1[S:4][CH:5]=[C:6]([C:8]2[CH:9]=[CH:10][C:11]([NH:14][C:15]([CH2:17][N:18]([C:31]3[CH:32]=[CH:33][C:34]([O:37][CH3:38])=[CH:35][CH:36]=3)[C:19](=[O:30])[C:20]3[CH:29]=[CH:28][C:23]([C:24]([O-:26])=[O:25])=[CH:22][CH:21]=3)=[O:16])=[CH:12][CH:13]=2)[N:7]=1.[Na+:40]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22318059HCID 22318059, compound

Product 1

HCID 23692658HCID 23692658, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methanol (20 ml) solution of methyl N-({[4-(2-aminothiazol-4-yl)phenyl]carbamoyl}methyl)-N-(4-methoxyphenyl)terephthalamate monohydrochloride (800 mg) was mixed with 1 M sodium hydroxide aqueous solution (1.5 ml) and then heated under reflux for 4 hours. The reaction solution was concentrated, and ethanol (20 ml) and diisopropyl ether (10 ml) were added to the thus obtained residue to effect precipitation of crystals. After filtration, the crystals were washed with diisopropyl ether to obtain 530 mg of sodium N-({[4-(2-aminothiazol-4-yl)phenyl]carbamoyl}methyl)-N-(4-methoxyphenyl)terephthalamate (white crystals).

Workup

  1. temperatureheated
  2. temperatureunder reflux for 4 hours
  3. concentrationThe reaction solution was concentrated
  4. additionethanol (20 ml) and diisopropyl ether (10 ml) were added to the thus obtained residue
  5. customprecipitation of crystals
  6. filtrationAfter filtration
  7. washthe crystals were washed with diisopropyl ether

Sources & evidence

ORD record
ord-6bd6dcc53d554936a7acccaf89597ab8
Source dataset
uspto-grants-2005_09
Patent number
US06949543B2

Reaction notes

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