Cyanamide → HCID 178512507, compound

HRID 2213152Notes

Reaction equation

HRID 2213152 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][NH2:7])=[CH:4][CH:3]=1.[N:10]#[C:11][NH2:12].[OH-].[Na+]>Cl.O>[NH2:7][CH2:6][C:5]1[CH:8]=[CH:9][C:2]([NH:1][C:11]([NH2:12])=[NH:10])=[CH:3][CH:4]=1

Participants

6

Reactant 3

HCID 9864CyanamideHCID 14798Sodium HydroxideHCID 4278144-Aminobenzylamine

Product 1

HCID 178512507HCID 178512507, compoundYield 15.5%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

p-Aminobenzylamine (6.7 g; 54.84 mmol) was suspended in 20 ml of 6N HCl and, while refluxing, 5.3 g of cyanamide—dissolved in 5 ml of H2O—were slowly added dropwise. After the reaction was complete, 50% NaOH solution was added to the solution at 0° C., and the resulting precipitate was filtered off with suction, boiled in 50 ml of ethanol and filtered. Concentration of the mother liquor and stirring of the resulting residue with diethyl ether afforded 1.4 g of yellow solid; m.p.: 255° C.

Workup

  1. temperaturewhile refluxing
  2. additionwere slowly added dropwise
  3. filtrationthe resulting precipitate was filtered off with suction
  4. filtrationfiltered

Sources & evidence

ORD record
ord-486902ca6e7746e6a726a2e6f5c7f032
Source dataset
uspto-grants-2006_09
Patent number
US07105508B1

Reaction notes

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