Nitric Acid → HCID 178509855, compound

HRID 267321Notes

Reaction equation

HRID 267321 reaction equation
[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[CH:5][CH:4]=1)#[N:2].[N+:11]([O-:14])([OH:13])=[O:12].[NH2:15][NH:16][C:17]([NH:19][NH2:20])=[NH:18].[N+]([O-])(O)=O>C(O)C.O>[N+:11]([O-:14])([OH:13])=[O:12].[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[N:15][NH:16][C:17]([NH:19][N:20]=[CH:7][C:6]2[CH:9]=[CH:10][C:3]([C:1]#[N:2])=[CH:4][CH:5]=2)=[NH:18])=[CH:5][CH:4]=1)#[N:2]

Participants

6

Reactant 3

HCID 944Nitric AcidHCID 660424-CyanobenzaldehydeHCID 178513182HCID 178513182, compound

Product 1

HCID 178509855HCID 178509855, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A boiling solution of 13.1 grams of 4-cyanobenzaldehyde in 250 milliliters of ethanol is stirred vigorously as a solution of 6.1 grams of 1,3-diaminoguanidine nitrate and 0.5 milliliters of concentrated nitric acid in 50 milliliters of water is added in one portion. The reaction mixture is stirred as the temperature recedes to room temperature. The reaction mixture is then allowed to stand for several hours. The precipitate which forms is collected, washed with hot ethanol, air dried and finally dried at 60°C. under reduced pressure. The yield is 15.1 grams of product and the melting point is 205°-210°C. with decomposition.

Workup

  1. additionis added in one portion
  2. customrecedes to room temperature
  3. waitto stand for several hours
  4. customThe precipitate which forms is collected
  5. washwashed with hot ethanol, air
  6. customdried
  7. customfinally dried at 60°C. under reduced pressure

Sources & evidence

ORD record
ord-3724883a1e924886b94bb773574b583b
Source dataset
uspto-grants-1976_03
Patent number
US03941825

Reaction notes

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