1,3,2,4-Dithiadiphosphetane, 2,4-bis(methylthio)-, 2,4-disulfide → 1,3,5-trimethyl-N-(1,1,3-trimethylindane-4-yl)pyrazole carbothioamide

HRID 1904292Notes

Reaction equation

HRID 1904292 reaction equation
[CH3:1][N:2]1[C:6]([CH3:7])=[CH:5][C:4]([CH3:23])([C:8]([NH:10][C:11]2[CH:19]=[CH:18][CH:17]=[C:16]3[C:12]=2[CH:13]([CH3:22])[CH2:14][C:15]3([CH3:21])[CH3:20])=O)[NH:3]1.C[S:25]P1(=S)SP(=S)(SC)S1>C(COC)OC>[CH3:1][N:2]1[C:6]([CH3:7])=[CH:5][C:4]([CH3:23])([C:8](=[S:25])[NH:10][C:11]2[CH:19]=[CH:18][CH:17]=[C:16]3[C:12]=2[CH:13]([CH3:22])[CH2:14][C:15]3([CH3:21])[CH3:20])[NH:3]1

Participants

4

Reactant 2

HCID 45209581,3,2,4-Dithiadiphosphetane, 2,4-bis(methylthio)-, 2,4-disulfideHCID 678941911,3,5-trimethyl-N-(1,1,3-trimethyl-4-indanyl)pyrazolecarboxamide

Product 1

HCID 867431041,3,5-trimethyl-N-(1,1,3-trimethylindane-4-yl)pyrazole carbothioamideYield 85%

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

To a solution of 1.0 g of 1,3,5-trimethyl-N-(1,1,3-trimethyl-4-indanyl)pyrazolecarboxamide in 20 ml of dimethoxyethane was added 914 mg of 2,4-bis(methylthio)-1,3,2,4-dithiadiphosphetan-2,4-disulfide with stirring, followed by stirring for 10 hours at room temperature and for 1 hour at 50° C. After cooling, the reaction mixture was chromatographed on silica gel to obtain 0.89 g of 1,3,5-trimethyl-N-(1,1,3-trimethylindane-4-yl)pyrazole carbothioamide (yield 85%).

Workup

  1. stirringby stirring for 10 hours at room temperature and for 1 hour at 50° C
  2. temperatureAfter cooling
  3. customthe reaction mixture was chromatographed on silica gel

Sources & evidence

ORD record
ord-4f80114e9f004e23bbe563562f997be4
Source dataset
uspto-grants-1989_06
Patent number
US04837242

Reaction notes

Loading…