Ethanethiol → HCID 53799060, compound

HRID 851687Notes

Reaction equation

HRID 851687 reaction equation
[CH2:1]([SH:3])[CH3:2].C[O-].[Na+].[Cl:7][C:8]([Cl:24])([Cl:23])[CH:9](Cl)[CH:10]([N:17]1[CH:21]=[N:20][CH:19]=[N:18]1)[C:11](=[O:16])[C:12]([CH3:15])([CH3:14])[CH3:13]>C(O)C>[Cl:7][C:8]([Cl:24])([Cl:23])[CH:9]([S:3][CH2:1][CH3:2])[CH:10]([N:17]1[CH:21]=[N:20][CH:19]=[N:18]1)[C:11](=[O:16])[C:12]([CH3:15])([CH3:14])[CH3:13]

Participants

5

Reactant 3

HCID 6343EthanethiolHCID 10942334Sodium MethoxideHCID 12945122HCID 12945122, compound

Product 1

HCID 53799060HCID 53799060, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

3.1 g (0.05 mol) of ethylmercaptan were added dropwise to a solution of 3.4 g (0.05 mol) of sodium methylate in 50 ml of absolute ethanol. The mixture was subsequently stirred at room temperature for 1 hour. A solution of 16.7 g of 1,1,1,2-tetrachloro-3-(1,2,4-triazol-1-yl)-5,5-dimethyl-hexan-4-one (Example 3) in 200 ml of ethanol was then added dropwise to this mixture, and the resulting mixture was subsequently stirred at room temperature for 6 hours. The inorganic salt was then filtered off and the filtrate was concentrated. After triturating in hexane, the residue crystallized. 8.9 g (50% of theory) of 1,1,1-trichloro-2-ethylmercapto-3-(1,2,4-triazol-1-yl)-5,5-dimethyl-hexan-4-one of melting point 101°-105° C. were obtained.

Workup

  1. stirringthe resulting mixture was subsequently stirred at room temperature for 6 hours
  2. filtrationThe inorganic salt was then filtered off
  3. concentrationthe filtrate was concentrated
  4. customAfter triturating in hexane
  5. customthe residue crystallized

Sources & evidence

ORD record
ord-c3cf014f4ee040d796676734b83b8720
Source dataset
uspto-grants-1983_05
Patent number
US04386088

Reaction notes

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