Methane → HCID 54267929, compound

HRID 1111933Notes

Reaction equation

HRID 1111933 reaction equation
[C:1]1([N:7]=[C:8]=[S:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C-:10]#[N:11].[K+].C>C(O)C.O>[C:1]1([N:7]([C:10]#[N:11])[CH:8]=[S:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 3

HCID 297MethaneHCID 7673Phenyl IsothiocyanateHCID 9032Potassium Cyanide

Product 1

HCID 54267929HCID 54267929, compoundYield 78.9%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

A solution of 13.5 g (0.1 mol) phenyl isothiocyanate and 6.5 g (0.1 mol) potassium cyanide in 100 ml ethanol and 40 ml water was stirred at about 25° C. for 1 hour. The solution was then diluted with water, slurried with charcoal and filtered. The filtrate was acidified with concentrated hydrochloric acid. An oil was separated on acidification. The oil solidified on standing and the resulting solid was filtered. The solid was then recrystallized from benzene/hexane to give 12.8 g N-phenyl cyanothioformamide, as a orange solid melting at 73°-81° C.

Workup

  1. filtrationfiltered
  2. customAn oil was separated on acidification
  3. filtrationthe resulting solid was filtered
  4. customThe solid was then recrystallized from benzene/hexane

Sources & evidence

ORD record
ord-28f8e25578e44b848f6ef0eabf718939
Source dataset
uspto-grants-1978_10
Patent number
US04119722

Reaction notes

Loading…