Water → HCID 21435651, compound

HRID 2397506Notes

Reaction equation

HRID 2397506 reaction equation
[SH:1][C:2]1[S:3][C:4]([CH3:13])=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:6]=1.O.[OH-].[Na+].[CH3:17]I>C(O)C>[CH3:13][C:4]1[S:3][C:2]([S:1][CH3:17])=[N:6][C:5]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 178435135HCID 178435135, compound

Product 1

HCID 21435651HCID 21435651, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 14.9 g. of 2-mercapto-5-methyl-4-phenyl-thiazole is added 60 ml. of water and 19.5 ml. of a 15% aqueous solution of sodium hydroxide and the mixture is stirred until most of the material dissolves. The stirred mixture is then treated with methyl iodide (5 ml.) in ethanol (20 ml.). After two hours, the reaction is complete (tlc) and the reaction mixture is extracted with ether. The combined ether extracts are washed successively with a 10% solution of sodium carbonate and brine, dried and concentrated in vacuo to an oil, b.p. 138°-140° C. at 0.04 mm Hg.

Workup

  1. dissolutiondissolves
  2. extractionthe reaction mixture is extracted with ether
  3. washThe combined ether extracts are washed successively with a 10% solution of sodium carbonate and brine
  4. customdried
  5. concentrationconcentrated in vacuo to an oil, b.p. 138°-140° C. at 0.04 mm Hg

Sources & evidence

ORD record
ord-77bc1e740eac4716b73ee78d124b70f0
Source dataset
uspto-grants-1977_05
Patent number
US04022607

Reaction notes

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