Hydrogen Peroxide → N-Methyl-N'-[3-[3-(1-piperidinylmethyl)phenoxy]propyl]1,3,4-thiadiazole-2,5-diamine

HRID 4628Notes

Reaction equation

HRID 4628 reaction equation
OO.[CH3:3][NH:4][C:5]([NH:7][NH:8][C:9](=[S:28])[NH:10][CH2:11][CH2:12][CH2:13][O:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([CH2:21][N:22]2[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]2)[CH:16]=1)=S>C(O)C>[CH3:3][NH:4][C:5]1[S:28][C:9]([NH:10][CH2:11][CH2:12][CH2:13][O:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([CH2:21][N:22]3[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27]3)[CH:16]=2)=[N:8][N:7]=1

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 13391621N-Methyl-N'-[3-[3-(1-piperidinylmethyl)phenoxy]propyl]1,2-hydrazine dicarbothioamide

Product 1

HCID 13391623N-Methyl-N'-[3-[3-(1-piperidinylmethyl)phenoxy]propyl]1,3,4-thiadiazole-2,5-diamine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2 ml of 30% Hydrogen peroxide are added to 1.58 g (4 mmol) of N-methyl-N'-[3-[3-(1-piperidinylmethyl)phenoxy]propyl]-1,2-hydrazine dicarbothioamide in 30 ml of ethanol and the reaction mixture is briefly heated to boiling. The sulphur which separates is filtered off hot with the aid of active charcoal and the filtrate is concentrated by evaporation and purified by preparative layer chromatography.

Workup

  1. temperaturethe reaction mixture is briefly heated to boiling
  2. filtrationThe sulphur which separates is filtered off hot with the aid of active charcoal
  3. concentrationthe filtrate is concentrated by evaporation
  4. custompurified by preparative layer chromatography

Sources & evidence

ORD record
ord-e24ed27fe652417993abf3a0ffe56ba7
Source dataset
uspto-grants-1988_02
Patent number
US04727081

Reaction notes

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