Cyanamide → HCID 178512068, compound

HRID 432579Notes

Reaction equation

HRID 432579 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH:9]2[CH:13]=[CH:12][N-:11][C:10]2=S)=[CH:4][N:3]=1.[N:15]#[C:16][NH2:17]>C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH:9]2[CH2:13][CH2:12][NH:11][C:10]2=[N:17][C:16]#[N:15])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 9864CyanamideHCID 178527850HCID 178527850, compound

Product 1

HCID 178512068HCID 178512068, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3.6 g of 3-(2-chloropyrid-5-yl-methyl)-pyrrolide-2-thione, 2.42 g of cyanamide and 30 ml of ethanol is boiled at reflux temperature for 90 minutes. The mixture is concentrated by evaporation in vacuo and the residue is chromatographed on silica gel using ethyl acetate/methanol (9:1) as eluant. The title compound having a melting point of 137-140° C. (compound 6.3) is obtained.

Workup

  1. temperatureat reflux temperature for 90 minutes
  2. concentrationThe mixture is concentrated by evaporation in vacuo
  3. customthe residue is chromatographed on silica gel
  4. customis obtained

Sources & evidence

ORD record
ord-0b12fd2476b34223b91601c15c8d3937
Source dataset
uspto-grants-2003_12
Patent number
US06664248B2

Reaction notes

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