Chloroacetone → 2-Propanone, 1-((1-methyl-1H-tetrazol-5-yl)thio)-

HRID 728031Notes

Reaction equation

HRID 728031 reaction equation
O.[Na].[SH:3][C:4]1[N:8]([CH3:9])[N:7]=[N:6][N:5]=1.Cl[CH2:11][C:12](=[O:14])[CH3:13]>C(O)C>[CH3:9][N:8]1[C:4]([S:3][CH2:11][C:12]([CH3:13])=[O:14])=[N:5][N:6]=[N:7]1

Participants

4

Reactant 2

HCID 6571ChloroacetoneHCID 178482031HCID 178482031, compound

Product 1

HCID 30619772-Propanone, 1-((1-methyl-1H-tetrazol-5-yl)thio)-

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 3.12 g (0.02 mol) of 5-mercapto-1-methyltetrazole sodium salt hydrate in 60 ml of absolute ethanol was added dropwise, 2.06 g (0.2 mol) of chloroacetone. After stirring for 20 hours at room temperature, the ethanol was evaporated in vacuo. The residue was dissolved in methylene chloride and was washed with water and then brine prior to drying over Na2SO4. Evaporation of the methylene chloride solution gave 1-methyl-5-acetonylthiotetrazole that was purified by flash chromatography on silica gel to yield 0.94 g of the 5-acetonylthio-1-methyltetrazole product.

Workup

  1. customthe ethanol was evaporated in vacuo
  2. dissolutionThe residue was dissolved in methylene chloride
  3. washwas washed with water
  4. dry with materialbrine prior to drying over Na2SO4
  5. customEvaporation of the methylene chloride solution

Sources & evidence

ORD record
ord-69deeb1296234ed9a1deaa3df3afcd02
Source dataset
uspto-grants-1991_09
Patent number
US05047416

Reaction notes

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