2-Chloroethyl methyl sulfide → HCID 178503836, compound

HRID 1578100Notes

Reaction equation

HRID 1578100 reaction equation
Cl[CH2:2][CH2:3][S:4][CH3:5].[C:6]([C:10]1[N:14]=[C:13]([SH:15])[NH:12][N:11]=1)([CH3:9])([CH3:8])[CH3:7]>CC[O-].[Na+]>[C:6]([C:10]1[N:14]=[C:13]([S:15][CH2:2][CH2:3][S:4][CH3:5])[NH:12][N:11]=1)([CH3:9])([CH3:8])[CH3:7]

Participants

4

Reactant 2

HCID 109652-Chloroethyl methyl sulfideHCID 178441989HCID 178441989, compound

Product 1

HCID 178503836HCID 178503836, compound

Reagents, catalysts & solvents 1

HCID 2723922Sodium ethoxideSolvent

Conditions

Temperature
80 °C

Procedure

15 g of 2-chloroethyl-methylsulfide are added dropwise to a solution of 15.7 g of 3-tert-butyl-5-mercapto-1,2,4-triazole in ethanolic sodium ethylate (2.3 g of sodium in 300 ml of ethanol). The reaction mixture is stirred for 2 hours at 80° C., then cooled and filtered. The solvent is removed in vacuo and the residue is taken up in 300 ml of chloroform and extracted with 100 ml of water. The solvent is removed by distillation and the crude product is washed with cold petroleum ether, yielding 3-tert-butyl-5-(2-methylthioethylthio)-1,2,4-triazole of the formula ##STR5## with a melting point of 114°-116° C.

Workup

  1. temperaturecooled
  2. filtrationfiltered
  3. customThe solvent is removed in vacuo
  4. extractionextracted with 100 ml of water
  5. customThe solvent is removed by distillation
  6. washthe crude product is washed with cold petroleum ether

Sources & evidence

ORD record
ord-04a01d0864e346eb9fa597c2089c9c57
Source dataset
uspto-grants-1981_09
Patent number
US04291043

Reaction notes

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