Trichloromethanesulfenyl chloride → HCID 20355997, compound

HRID 371711Notes

Reaction equation

HRID 371711 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[C:13](=[O:14])[NH:12][NH:11][C:10]2=[O:15])[CH:5]=[CH:6][C:7]=1[Cl:8].[OH-].[Na+].[Cl:18][C:19]([Cl:23])([Cl:22])[S:20]Cl>O>[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[C:10](=[O:15])[N:11]([S:20][C:19]([Cl:23])([Cl:22])[Cl:18])[N:12]([S:20][C:19]([Cl:23])([Cl:22])[Cl:18])[C:13]2=[O:14])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

5

Reactant 3

HCID 11666Trichloromethanesulfenyl chlorideHCID 14798Sodium HydroxideHCID 11311155HCID 11311155, compound

Product 1

HCID 20355997HCID 20355997, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent3×

Procedure

To a solution of 24.6g (0.1 mole) 4-(3,4-dichlorophenyl)urazole in 100 ml water was added a solution of 8g (0.2 mole) sodium hydroxide in 10 ml water. A mixture of 37.2g (0.2 mole) trichloromethylsulfenyl chloride and 1.5g of an emulsifier solution (as in example 1) in 25 ml water was added dropwise to the above basic solution while keeping the reaction mixture at 0° C. The precipitate that formed was filtered and the filter cake was washed with water. After drying and recrystallizing from benzene there was obtained 48g (87%) of 4-(3,4-dichlorophenyl)-1,2-bis(trichloromethylthio)urazole having a melting point of 167° C.

Workup

  1. additionwas added dropwise to the above basic solution
  2. customat 0° C
  3. customThe precipitate that formed
  4. filtrationwas filtered
  5. washthe filter cake was washed with water
  6. customAfter drying
  7. customrecrystallizing from benzene

Sources & evidence

ORD record
ord-ac80b3dd703b45478ffc6f3b471eda01
Source dataset
uspto-grants-1978_05
Patent number
US04087534

Reaction notes

Loading…