Sodium Hydroxide → HCID 178481682, compound

HRID 2375355Notes

Reaction equation

HRID 2375355 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[C:10]([NH:12][NH:13][C:14](=[S:17])[NH:15][CH3:16])=O.[OH-].[Na+]>O>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[C:10]1[N:15]([CH3:16])[C:14]([SH:17])=[N:13][N:12]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86608613HCID 86608613, compound

Product 1

HCID 178481682HCID 178481682, compoundYield 58.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-(1-Benzothien-2-ylcarbonyl)-N-methylhydrazine-carbothioamide (15.30 mmol, 4.06 g) and 50 ml of 2N sodium hydroxide solution were heated to reflux for 8 h. The reaction mixture was diluted with water and extracted three times with ethyl acetate. The aqueous phase was acidified with 2N hydrochloric acid and extracted with dichloromethane. The crude product obtained after drying and concentration of the organic phase was purified by chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate 6:4), resulting in 2.2 g of the title compound.

Workup

  1. temperatureto reflux for 8 h
  2. extractionextracted three times with ethyl acetate
  3. extractionextracted with dichloromethane
  4. customThe crude product obtained
  5. customafter drying
  6. customconcentration of the organic phase was purified by chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate 6:4)

Sources & evidence

ORD record
ord-8e914de4eeeb4d34ba4b3d020e55b00b
Source dataset
uspto-grants-2008_12
Patent number
US07465744B2

Reaction notes

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