Methanethiol → HCID 13088591, compound

HRID 2164699Notes

Reaction equation

HRID 2164699 reaction equation
[CH3:1][SH:2].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]=[C:11]([N:18]2[CH:22]=[N:21][CH:20]=[N:19]2)[C:12](=[O:17])[C:13]([CH3:16])([CH3:15])[CH3:14])=[CH:6][CH:5]=1>C(O)C.C[O-].[Na+]>[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]([S:2][CH3:1])[CH:11]([N:18]2[CH:22]=[N:21][CH:20]=[N:19]2)[C:12](=[O:17])[C:13]([CH3:16])([CH3:15])[CH3:14])=[CH:6][CH:5]=1

Participants

5

Reactant 2

HCID 878MethanethiolHCID 540228171-(4-Chlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)-1-penten-3-one

Product 1

HCID 13088591HCID 13088591, compoundYield 66.6%

Reagents, catalysts & solvents 2

HCID 10942334Sodium MethoxideCatalystHCID 702EthanolSolvent

Procedure

10 g (0.2 mol) of methylmercaptan were introduced into a solution of 0.5 g (9 millimol) of sodium methylate in 300 ml of ethanol. 47 g (0.16 mol) of 1-(4-chloro-phenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)-pent-1-en-3-one (E isomer) were introduced into this solution. The initially clear solution soon changed to a thick crystal slurry. The crystals were filtered off, washed with diisopropyl ether and with ethanol, and dried. 36 g (66.6% of theory) of 1-(4-chlorophenyl)-4,4-dimethyl-1-methylthio-2-(1,2,4-triazol-1-yl)-pentan-3-one of melting point 145° C. were obtained.

Workup

  1. filtrationThe crystals were filtered off
  2. washwashed with diisopropyl ether and with ethanol
  3. customdried

Sources & evidence

ORD record
ord-fdb8cce77c434c699d6031d74d17194f
Source dataset
uspto-grants-1985_03
Patent number
US04507141

Reaction notes

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