Dimethyl N-cyanodithioiminocarbonate → N-(2-Butyn-1-yl)-N'-cyano-S-methylisothiourea

HRID 236854Notes

Reaction equation

HRID 236854 reaction equation
[CH3:1][S:2][C:3](SC)=[N:4][C:5]#[N:6].[CH2:9]([NH2:13])[C:10]#[C:11][CH3:12]>C(#N)C>[C:5]([NH:4][C:3](=[N:13][CH2:9][C:10]#[C:11][CH3:12])[S:2][CH3:1])#[N:6]

Participants

4

Reactant 2

HCID 66289Dimethyl N-cyanodithioiminocarbonateHCID 12599998But-2-yn-1-amine

Product 1

HCID 20458641N-(2-Butyn-1-yl)-N'-cyano-S-methylisothiourea

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of dimethyl cyanodithioiminocarbonate (10.00 g, 0.0684 mole) and 2-butyn-1-amine (4.73 g, 0.0684 mole) in acetonitrile (200 ml) was stirred at 25° for 0.5 hour, and then at reflux for 2.5 hours. The mixture was cooled, then filtered to yield the title compound, mp 180°-183°.

Workup

  1. temperatureat reflux for 2.5 hours
  2. temperatureThe mixture was cooled
  3. filtrationfiltered

Sources & evidence

ORD record
ord-d8ec895a57214d20bbd14cac3b567394
Source dataset
uspto-grants-1979_06
Patent number
US04158013

Reaction notes

Loading…