Sodium Hydroxide → HCID 178500997, compound

HRID 2413140Notes

Reaction equation

HRID 2413140 reaction equation
Cl.[NH:2]([C:6]1[S:7][CH:8]=[C:9]([CH2:11]Cl)[N:10]=1)[C:3]([NH2:5])=[NH:4].[SH:13][CH2:14][CH2:15][C:16]([O:18][CH3:19])=[O:17].[OH-].[Na+]>CCO.O>[NH:2]([C:6]1[S:7][CH:8]=[C:9]([CH2:11][S:13][CH2:14][CH2:15][C:16]([O:18][CH3:19])=[O:17])[N:10]=1)[C:3]([NH2:5])=[NH:4]

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 18050Methyl 3-mercaptopropionateHCID 178479412HCID 178479412, compound

Product 1

HCID 178500997HCID 178500997, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

To 2-guanidino-4-chloromethylthiazole hydrochloride (3.86 g.) and methyl 3-mercaptopropionate (3.0 g.) in EtOH (45 ml.) at 0° was added sodium hydroxide (1.6 g.) in water (15 ml.) over 15 minutes. The reaction mixture was allowed to attain room temperature and to stand for 18 hours. The solution was poured into water and extracted with EtOAc. The extract was washed with aqueous sodium hydroxide solution, water, dried and evaporated to give methyl 3-(2-guanidinothiazol-4-yl-methylthio)propionate as a yellow oil which was used without further purification.

Workup

  1. customto attain room temperature
  2. extractionextracted with EtOAc
  3. washThe extract was washed with aqueous sodium hydroxide solution, water
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-8623496455964377bc9ccf84c248d675
Source dataset
uspto-grants-1985_01
Patent number
US04496564

Reaction notes

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