Hydrogen Bromide → 2-Bromo-5-chloro-6-n-propylsulfamoyl-1-indanone

HRID 65935Notes

Reaction equation

HRID 65935 reaction equation
[BrH:1].[Cl:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[S:12](=[O:18])(=[O:17])[NH:13][CH2:14][CH2:15][CH3:16])[C:8](=[O:19])[CH2:7][CH2:6]2.BrBr>C(OCC)(=O)C>[Br:1][CH:7]1[CH2:6][C:5]2[C:9](=[CH:10][C:11]([S:12](=[O:17])(=[O:18])[NH:13][CH2:14][CH2:15][CH3:16])=[C:3]([Cl:2])[CH:4]=2)[C:8]1=[O:19]

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 24408BromineHCID 227563895-Chloro-6-n-propylsulfamoyl-1-indanone

Product 1

HCID 227563962-Bromo-5-chloro-6-n-propylsulfamoyl-1-indanone

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

0.5 L Milliliter of 48% aqueous HBr is added to a solution of 5.76 g (20 mmoles) of 5-chloro-6-n-propylsulfamoyl-1-indanone in 50 ml of ethyl acetate. Thereafter a solution of 3.20 g (20 mmoles) of bromine in 20 ml of ethyl acetate is added dropwise. The mixture is stirred for 1 hour at room temperature, then the solution is concentrated to dryness, and 50 ml of water are added to the residue. The crystalline precipitate is filtered off with suction and washed with water. 2-Bromo-5-chloro-6-n-propylsulfamoyl-1-indanone is obtained which has a melting point of from 150° to 154° C.

Workup

  1. concentrationthe solution is concentrated to dryness, and 50 ml of water
  2. additionare added to the residue
  3. filtrationThe crystalline precipitate is filtered off with suction
  4. washwashed with water

Sources & evidence

ORD record
ord-5d4b4141148a4dc3bec6d7144c954f6c
Source dataset
uspto-grants-1978_12
Patent number
US04129656

Reaction notes

Loading…