Bromine → HCID 178465859, compound

HRID 1729978Notes

Reaction equation

HRID 1729978 reaction equation
[C:1]([C:4]1[C:13]([CH3:14])=[N+:12]([O-:15])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N+:5]=1[O-:16])(=[O:3])[CH3:2].[Br:17]Br>CO>[C:1]([C:4]1[C:13]([CH2:14][Br:17])=[N+:12]([O-:15])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N+:5]=1[O-:16])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 24408BromineHCID 178466988HCID 178466988, compound

Product 1

HCID 178465859HCID 178465859, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred suspension of 343 g. (1.57 mol.) of 2-acetyl-3-methylquinoxaline 1,4-dioxide in 3,000 ml. of methanol was added (1.74 mole) of bromine over a period of 2 hours. The reaction mixture was then stirred for 5 days at room temperature. The resulting yellow solid was collected by suction filtration, washed with methanol and ether, and dried to give 331 g. (71% yield) of 2-acetyl-3-bromomethylquinoxaline 1,4-dioxide, m.p. 164°-166° C.

Workup

  1. additionTo a stirred suspension of 343 g
  2. filtrationThe resulting yellow solid was collected by suction filtration
  3. washwashed with methanol and ether
  4. customdried
  5. customto give 331 g

Sources & evidence

ORD record
ord-e4173855c9114c468267be22b77d34ba
Source dataset
uspto-grants-1976_11
Patent number
US03991053

Reaction notes

Loading…