Nitric Acid → HCID 178512746, compound

HRID 1730472Notes

Reaction equation

HRID 1730472 reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][CH:3]=1.[N+:10]([O-:13])([OH:12])=[O:11].[NH2:14][NH:15][C:16]([NH2:19])=[N:17][NH2:18].[N+]([O-])(O)=O>C(O)C.O>[N+:10]([O-:13])([OH:12])=[O:11].[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[N:18][NH:17][C:16]([NH:15][N:14]=[CH:6][C:5]2[CH:8]=[CH:9][C:2]([Br:1])=[CH:3][CH:4]=2)=[NH:19])=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 944Nitric AcidHCID 707414-BromobenzaldehydeHCID 71447139Nitric acid--hydrazinecarbohydrazonamide (1/1)

Product 1

HCID 178512746HCID 178512746, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A boiling solution of 20.0 grams of 4-bromobenzaldehyde in 250 milliliters of ethanol is stirred vigorously as a solution of 6.1 grams of 1,2-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 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 16.5 grams of product and the melting point is 178°-180° 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-668d6d6dbfdb4558b742dc6fc7b6a624
Source dataset
uspto-grants-1976_11
Patent number
US03992446

Reaction notes

Loading…