Cyanamide → HCID 178512333, compound

HRID 1902229Notes

Reaction equation

HRID 1902229 reaction equation
[NH:1]([C:5]1[S:6][CH:7]=[C:8]([CH2:10][S:11][CH2:12][CH2:13][C:14](=[NH:18])OCC)[N:9]=1)[C:2]([NH2:4])=[NH:3].[N:19]#[C:20][NH2:21]>C(O)C>[C:20]([NH:21][C:14](=[NH:18])[CH2:13][CH2:12][S:11][CH2:10][C:8]1[N:9]=[C:5]([NH:1][C:2]([NH2:4])=[NH:3])[S:6][CH:7]=1)#[N:19]

Participants

4

Reactant 2

HCID 9864CyanamideHCID 178468268HCID 178468268, compound

Product 1

HCID 178512333HCID 178512333, compoundYield 72.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 1.9 g of ethyl 3-[(2-guanidinothiazol-4-yl)methylthio]-propionimidate was added 10 ml of an ethanol solution of 0.28 g of cyanamide and the mixture was allowed to stand overnight at room temperature. Then, the solvent was distilled off from the reaction mixture under reduced pressure and the residue obtained was purified by a silica gel column chromatography using a solvent mixture of chloroform and methanol as a developing solvent to provide 1.35 g of N-cyano-3-[(2-guanidinothiazol-4-yl)methylthio]propionamidine. The product shows the following physicochemical properties:

Workup

  1. distillationThen, the solvent was distilled off from the reaction mixture under reduced pressure
  2. customthe residue obtained
  3. customwas purified by a silica gel column chromatography
  4. additiona solvent mixture of chloroform and methanol as a developing solvent

Sources & evidence

ORD record
ord-57d2764e71aa4168a95641ad79475e36
Source dataset
uspto-grants-1982_12
Patent number
US04362736

Reaction notes

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