Ammonium dithiocarbamate → Ethyl[(2-mercapto-4,5-dihydronaphtho[1,2-d]thiazol-6-yl)oxy)acetate

HRID 1067404

Reaction equation

HRID 1067404 reaction equation
[CH2:1]([O:3][C:4](=[O:19])[CH2:5][O:6][C:7]1[C:16]2[CH2:15][CH2:14][CH2:13][C:12](=O)[C:11]=2[CH:10]=[CH:9][C:8]=1Br)[CH3:2].[C:20](=[S:23])([S-:22])[NH2:21].[NH4+]>C(O)C>[CH2:1]([O:3][C:4](=[O:19])[CH2:5][O:6][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:16]=1[CH2:15][CH2:14][C:13]1[S:22][C:20]([SH:23])=[N:21][C:12]=12)[CH3:2]

Participants

4

Reactant 2

HCID 11083854Ammonium dithiocarbamateHCID 21193671Ethyl [(2-bromo-5,6,7,8-tetrahydro-5-oxo-1-naphthalenyl)oxy]acetate

Product 1

HCID 178472952Ethyl[(2-mercapto-4,5-dihydronaphtho[1,2-d]thiazol-6-yl)oxy)acetateYield 76%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of ethyl[(2-bromo-5,6,7,8-tetrahydro-5-oxo-1-naphthalenyl)oxy]acetate (2.63 g, 8.04 mmol), ammonium dithiocarbamate (1.06 g, 9.60 mmol), and ethanol (30 mL) was refluxed for 14 hours. After cooling, the solid precipitate was recovered by filtration to provide 1.96 g of the title compound. Amorphous solid. Yield 76%.

Workup

  1. temperaturewas refluxed for 14 hours
  2. temperatureAfter cooling
  3. filtrationthe solid precipitate was recovered by filtration

Sources & evidence

ORD record
ord-6f5f3deb684e4dc4b6e97db8d01c6841
Source dataset
uspto-grants-2001_06
Patent number
US06248766B1

Linked notes

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