2-Chloroethyl methyl sulfide → (n-Hexylthio) Ethyl Isothiocyanate

Reaction equation

[CH2:1]([S:7][CH2:8][CH2:9]Cl)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].CSCCCl.C(SCC[S:25][C:26]#[N:27])CCCCC>>[CH2:1]([S:7][CH2:8][CH2:9][N:27]=[C:26]=[S:25])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

Reactant 3

HCID 109652-Chloroethyl methyl sulfide

HCID 122602791-((2-Chloroethyl)thio)hexane

HCID 131715735n-C6H13SCH2CH2SCN

Product 1

HCID 53861891(n-Hexylthio) Ethyl Isothiocyanate

Procedure

Example 1 is repeated with the exception that n-C6H13SCH2CH2Cl is used as a reagent instead of CH3SCH2CH2Cl and the reaction is allowed to proceed for seventy-five minutes. The product is isolated by distillation at reduced pressure and analyzed by gas chromatography/mass spectrometry which shows that the product is 0.7 percent n-C6H13SCH2CH2SCN and 97.0 percent n-C6H13SCH2CH2NCS.