Cyanamide → HCID 178485175, compound

HRID 1902231Notes

Reaction equation

HRID 1902231 reaction equation
[CH3:1][N:2]=[C:3]([NH2:18])[NH:4][CH:5]([C:13]1[N:14]=[CH:15][S:16][CH:17]=1)[S:6][CH2:7][CH2:8][C:9](=[NH:12])OC.[N:19]#[C:20][NH2:21]>C(O)C>[C:20]([NH:21][C:9](=[NH:12])[CH2:8][CH2:7][S:6][CH:5]([NH:4][C:3]([NH2:18])=[N:2][CH3:1])[C:13]1[N:14]=[CH:15][S:16][CH:17]=1)#[N:19]

Participants

4

Reactant 2

HCID 9864CyanamideHCID 70543989HCID 70543989, compound

Product 1

HCID 178485175HCID 178485175, compoundYield 31.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In 30 ml of ethanol was dissolved 6.4 g of methyl 3-(2-methylguanidinothiazol-4-ylmethylthio)propionimidate and after adding thereto 0.9 g of cyanamide and stirring the mixture for 2 hours at room temperature, the solvent was distilled off under reduced pressure. Then, the residue obtained was purified by column chromatography using a mixture of chloroform and methanol as the developing solvent and recrystallized from ethanol to provide 2.0 g of N-cyano-3-(2-methylguanidinothiazol-4-ylmethylthio)propionamidine showing a melting point of 144°-145° C.

Workup

  1. additionafter adding
  2. distillationthe solvent was distilled off under reduced pressure
  3. customThen, the residue obtained
  4. customwas purified by column chromatography
  5. additiona mixture of chloroform and methanol as the developing solvent
  6. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-76128543579a45589c0b44e35fb8c5e2
Source dataset
uspto-grants-1982_12
Patent number
US04362736

Reaction notes

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