Ethanol → HCID 19815147, compound

HRID 465926Notes

Reaction equation

HRID 465926 reaction equation
[CH3:1][S:2]([N:5]1[CH2:10][CH2:9][N:8]([N:11]=O)[C:7]([CH3:14])([CH3:13])[CH2:6]1)(=[O:4])=[O:3].[NH2+]([O-])(=O)C(N)=S.C(O)C.[OH-].[Na+]>O>[NH2:11][N:8]1[CH2:9][CH2:10][N:5]([S:2]([CH3:1])(=[O:4])=[O:3])[CH2:6][C:7]1([CH3:14])[CH3:13]

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 198151462,2-Dimethyl-4-(methylsulfonyl)-1-nitrosopiperazine

Product 1

HCID 19815147HCID 19815147, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 84.2 g of 4-methanesulphonyl-2,2-dimethyl-1-nitrosopiperazine, 90.5 g of thiourea dioxide, 200 ml of ethanol and 200 ml of water is cautiously treated with 85 g of caustic soda and heated to reflux for 30 hours. After cooling, the mixture is filtered and the product is isolated from the filtrate by extraction with methylene chloride. After drying over sodium sulphate and concentrating the methylene chloride solution, the oil which remains is dissolved in a little ethanol and precipitated as the hydrochloride by addition of ethanolic hydrochloric acid.

Workup

  1. temperatureheated
  2. temperatureto reflux for 30 hours
  3. temperatureAfter cooling
  4. filtrationthe mixture is filtered
  5. customthe product is isolated from the filtrate by extraction with methylene chloride
  6. dry with materialAfter drying over sodium sulphate
  7. concentrationconcentrating the methylene chloride solution
  8. dissolutionthe oil which remains is dissolved in a little ethanol
  9. customprecipitated as the hydrochloride by addition of ethanolic hydrochloric acid

Sources & evidence

ORD record
ord-ddeddb2f6ce34793bba46f02d9edb639
Source dataset
uspto-grants-1992_10
Patent number
US05155109

Reaction notes

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