N-Bromosuccinamide → HCID 20333849, compound

HRID 1703476Notes

Reaction equation

HRID 1703476 reaction equation
[Br:1][C:2]1[O:3][C:4]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:5]=2[C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH3:13])[CH:8]=1.[Br:19]NC(=O)CCC(N)=O>C(Cl)(Cl)(Cl)Cl>[Br:1][C:2]1[O:3][C:4]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:5]=2[C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH2:13][Br:19])[CH:8]=1

Participants

4

Reactant 2

HCID 9834204N-BromosuccinamideHCID 20333843HCID 20333843, compound

Product 1

HCID 20333849HCID 20333849, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of 22.6 g (0.07 mole) of 2-bromo-5-chloro-3-(3-methylphenyl) benzofuran, 12.5 g (0.07 mole) of N-bromosuccinamide in 500 ml of carbon tetrachloride is irradiated and heated with a sun lamp for about 20 hours. The reaction mixture is filtered hot and the filtrate is allowed to cool. A solid forms which is collected, washed with carbon tetrachloride, and dried, then recrystallized from ethyl acetate to provide white product, 2-bromo-3-(3-bromomethylphenyl)-5-chlorobenzofuran, which is used directly in the next step.

Workup

  1. customis irradiated
  2. temperatureheated with a sun lamp for about 20 hours
  3. filtrationThe reaction mixture is filtered hot
  4. temperatureto cool
  5. customA solid forms which is collected
  6. washwashed with carbon tetrachloride
  7. customdried
  8. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-2a89107e36a246b9b88c87e3c913a1c9
Source dataset
uspto-grants-1978_11
Patent number
US04124605

Reaction notes

Loading…