Nitric Acid → HCID 178418691, compound

HRID 1283957Notes

Reaction equation

HRID 1283957 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N+:8]([O-:11])([OH:10])=[O:9].[N:12]#[C:13][NH2:14]>C(O)C>[N+:8]([O-:11])([OH:10])=[O:9].[C:2]1([NH:1][C:13]([NH2:14])=[NH:12])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 6115AnilineHCID 9864Cyanamide

Product 1

HCID 178418691HCID 178418691, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

Phenyl guanidine nitrate is prepared from a mixture of 12.8 g (0.1 mole) of aniline, 9.0 g of concentrated nitric acid (equivalent to 0.1 mole of HNO3), 12.6 g of a 50 percent aqueous cyanamide solution (equivalent to 0.15 mole of cyanamide) and 100 ml of ethyl alcohol which is heated under reflux for 20 hours. The reaction mixture is then cooled to 0°C for 5 hours and the precipitated product is collected on a filter. The product is purified by recrystallization from ethyl alcohol. The purified white crystalline solid melts at 125°-7°C. The infrared spectrum was consistent with the assigned structure.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 20 hours
  3. customthe precipitated product is collected on a filter
  4. customThe product is purified by recrystallization from ethyl alcohol

Sources & evidence

ORD record
ord-f3d4416307bb43ab9227457b2000f679
Source dataset
uspto-grants-1976_08
Patent number
US03976787

Reaction notes

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