CH2N2Pb → HCID 178485059, compound

HRID 2163934Notes

Reaction equation

HRID 2163934 reaction equation
[N:1]#[C:2][NH2:3].[Pb].[CH3:5][NH:6][C:7]([NH:9][CH2:10][CH2:11][S:12][CH2:13][C:14]1[N:15]=[CH:16][NH:17][CH:18]=1)=S>C(#N)C>[C:2]([NH:3][C:7]([NH:9][CH2:10][CH2:11][S:12][CH2:13][C:14]1[N:15]=[CH:16][NH:17][CH:18]=1)=[N:6][CH3:5])#[N:1]

Participants

4

Reactant 2

HCID 22262466CH2N2PbHCID 178486117HCID 178486117, compound

Product 1

HCID 178485059HCID 178485059, compoundYield 31.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Lead cyanamide (24.7 g.) was added to a solution of N-methyl-N'-[2-(4-imidazolylmethylthio)ethyl]thiourea (11.5 g.) in acetonitrile (250 ml.) containing demethylformamide. The stirred suspension was heated under reflux for 48 hours. Filtration followed by concentration under reduced pressure and purification of the product on a column of silica gel with ethyl acetatle-isopropyl alcohol (2.1) as eluant gave N-cyano-N'-[2-(4-imidazolylmethylthio)ethyl]-N"-methylguanidine (3.7 g.), m.p. 138°-140° (from acetonitrile). (Found: C, 45.7; H, 5.9; N, 35.5; S, 13.5. 9H14N6S requires: C, 45.4; H, 5.9; N, 35.3; S, 13.5).

Workup

  1. temperatureThe stirred suspension was heated
  2. temperatureunder reflux for 48 hours
  3. filtrationFiltration
  4. concentrationfollowed by concentration under reduced pressure and purification of the product on a column of silica gel with ethyl acetatle-isopropyl alcohol (2.1) as eluant

Sources & evidence

ORD record
ord-594aac579fd24b0ab55e885ea4d35d6f
Source dataset
uspto-grants-1979_01
Patent number
US04137237

Reaction notes

Loading…