Water → HCID 178500068, compound

HRID 1858508Notes

Reaction equation

HRID 1858508 reaction equation
Br[CH2:2][C:3](=O)[CH2:4][CH2:5][C:6]([O:8][CH3:9])=[O:7].O.[C:12](=[S:15])([S-:14])[NH2:13].[NH4+]>C(O)C>[CH3:9][O:8][C:6]([CH2:5][CH2:4][C:3]1[N:13]=[C:12]([SH:15])[S:14][CH:2]=1)=[O:7]

Participants

5

Reactant 3

HCID 962WaterHCID 9855825Methyl 5-bromo-4-oxopentanoateHCID 11083854Ammonium dithiocarbamate

Product 1

HCID 178500068HCID 178500068, compoundYield 51.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a mixture of methyl 5-bromolevulinate (1.22 g), water (5.2 ml) and ethanol (2.6 ml) was added ammonium dithiocarbamate (642 mg) at room temperature. After stirring at room temperature for 2 hours, the resulting crystal was collected by filtration and washed with a cold mixture of water and ethanol at first and diisopropyl ether (×2) to give 4-(2-methoxycarbonylethyl)-2-mercaptothiazole (0.61 g).

Workup

  1. filtrationthe resulting crystal was collected by filtration
  2. washwashed with a cold mixture of water and ethanol at first and diisopropyl ether (×2)

Sources & evidence

ORD record
ord-19807df490354b17a75e43aca016000c
Source dataset
uspto-grants-2000_11
Patent number
US06150351

Reaction notes

Loading…