HCID 178419017, compound → HCID 178512374, compound

HRID 1862839Notes

Reaction equation

HRID 1862839 reaction equation
[NH2:1][CH2:2][CH2:3][C:4]1[N:8]=[CH:7][NH:6][CH:5]=1.C1(C)C=CC=C(O[C:16](=[NH:20])[NH:17][C:18]#[N:19])C=1>C(O)(C)C>[C:16]([NH:17][C:18]([NH:1][CH2:2][CH2:3][C:4]1[N:8]=[CH:7][NH:6][CH:5]=1)=[NH:19])#[N:20]

Participants

4

Reactant 2

HCID 178419017HCID 178419017, compoundHCID 178425733HCID 178425733, compound

Product 1

HCID 178512374HCID 178512374, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

3.62 g. histamine (0.0300 mole) and 5.26 g. (0.0300 mole) O-m-tolyl-N-cyanoisourea are combined in 75 ml. of isopropanol. The mixture is heated 25 minutes to reflux and refluxed 70 minutes. The reaction solution is cooled and stripped to a light orange oil, triturated in benzene, decanted, and the residue is recrystallized from MeOH/CH3CN to obtain N-cyano-N'-[2-(4-imidazolyl)ethyl] guanidine having a m.p. of 152°-154° C.

Workup

  1. temperatureThe mixture is heated 25 minutes
  2. temperatureto reflux
  3. temperaturerefluxed 70 minutes
  4. temperatureThe reaction solution is cooled
  5. customtriturated in benzene
  6. customdecanted
  7. customthe residue is recrystallized from MeOH/CH3CN

Sources & evidence

ORD record
ord-05803fd34192405198c5a1701914b51f
Source dataset
uspto-grants-1979_09
Patent number
US04166860

Reaction notes

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