Hydrogen Bromide → 2-Bromo-5-chloro-6-sulfamoyl-1-indanone

HRID 65933Notes

Reaction equation

HRID 65933 reaction equation
[BrH:1].[Cl:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[S:12](=[O:15])(=[O:14])[NH2:13])[C:8](=[O:16])[CH2:7][CH2:6]2.BrBr.OS([O-])=O.[Na+]>C(O)(=O)C>[Br:1][CH:7]1[CH2:6][C:5]2[C:9](=[CH:10][C:11]([S:12](=[O:14])(=[O:15])[NH2:13])=[C:3]([Cl:2])[CH:4]=2)[C:8]1=[O:16]

Participants

6

Reactant 4

HCID 260Hydrogen BromideHCID 24408BromineHCID 227563846-chloro-3-oxo-2,3-dihydro-1H-indene-5-sulfonamideHCID 23665763Sodium Bisulfite

Product 1

HCID 227563972-Bromo-5-chloro-6-sulfamoyl-1-indanone

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

0.1 Milliliter of 48% aqueus HBr is added to a suspension of 52 g (0.21 mole) of 5-chloro-6-sulfamoyl-1-indanone in 530 ml of glacial acetic acid. Subsequently a solution of 34.0 g (0.21 mole) of bromine in 160 ml of glacial acetic acid is added dropwise. The mixture is stirred for another 1.5 hours, and is then poured into a solution of 4.5 g of NaHSO3 in 2 of ice water. The 2-bromo-5-chloro-6sulfamoyl-1-indanone which crystallizes after stirring for some time is filtered off with suction and is washed with water.

Workup

  1. customThe 2-bromo-5-chloro-6sulfamoyl-1-indanone which crystallizes
  2. stirringafter stirring for some time
  3. filtrationis filtered off with suction
  4. washis washed with water

Sources & evidence

ORD record
ord-1cd6040e538a49d69753b1c347b4f1bb
Source dataset
uspto-grants-1978_12
Patent number
US04129656

Reaction notes

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