Hydrochloric Acid → HCID 19437145, compound

HRID 2380419Notes

Reaction equation

HRID 2380419 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:4][C:3]=1[NH2:14].[N:15]([O-])=O.[Na+].[ClH:19]>O>[ClH:19].[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:4][C:3]=1[NH:14][NH2:15]

Participants

5

Reactant 3

HCID 313Hydrochloric Acid2×HCID 19437146HCID 19437146, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 19437145HCID 19437145, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
0 °C

Procedure

To 4 g of 4-bromo-[1,1'-biphenyl]-3-amine were added 25 ml of water and 50 ml of concentrated HCl with stirring. The solution was cooled to 0° C. A solution of 1.1 g of sodium nitrite in 6 ml of water was then added dropwise while maintaining a temperature of 0° C. After this addition, the mixture was stirred at 0° C. for one hour. A solution of 20 g of stannous chloride in 20 ml of concentrated HCl cooled to -20° C. was added to the reaction mixture and again the mixture was stirred for one hour.

Workup

  1. temperaturewhile maintaining a temperature of 0° C
  2. additionAfter this addition
  3. stirringthe mixture was stirred at 0° C. for one hour
  4. additionwas added to the reaction mixture
  5. stirringagain the mixture was stirred for one hour

Sources & evidence

ORD record
ord-5127e4f463f941bda767c85f307cac74
Source dataset
uspto-grants-1994_11
Patent number
US05367093

Reaction notes

Loading…