Urea → 2-Bromo-4-chlorobenzonitrile

HRID 251852

Reaction equation

HRID 251852 reaction equation
[Br:1][C:2]1[CH:10]=[C:9]([Cl:11])[CH:8]=[CH:7][C:3]=1[C:4](O)=O.[NH2:12]C(N)=O>ClCCl>[Br:1][C:2]1[CH:10]=[C:9]([Cl:11])[CH:8]=[CH:7][C:3]=1[C:4]#[N:12]

Participants

4

Reactant 2

HCID 1176UreaHCID 331262-Bromo-4-chlorobenzoic acid

Product 1

HCID 234985242-Bromo-4-chlorobenzonitrile

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

588 mg of 2-bromo-4-chlorobenzoic acid and 300 mg of urea are dissolved in dichloromethane/methanole and deposited onto 364 mg of aluminum oxide on a rotary evaporator. The residue is irradiated for 60 min in a microwave at 150° C. After cooling the residue is stirred with ethyl acetate and water, the mixture is filtered and the aqueous phase is removed. The organic phase is washed with a sodium hydrogencarbonate solution dried over sodium sulfate, concentrated on a rotary evaporator and then dried under high vacuum. The product is reacted further without additional purification.

Workup

  1. customdeposited onto 364 mg of aluminum oxide on a rotary evaporator
  2. customThe residue is irradiated for 60 min in a microwave at 150° C
  3. temperatureAfter cooling the residue
  4. filtrationthe mixture is filtered
  5. customthe aqueous phase is removed
  6. washThe organic phase is washed with a sodium hydrogencarbonate solution
  7. dry with materialdried over sodium sulfate
  8. concentrationconcentrated on a rotary evaporator
  9. customdried under high vacuum
  10. customThe product is reacted further without additional purification

Sources & evidence

ORD record
ord-76ae201f062f4fa79013a64f98874d37
Source dataset
uspto-grants-2011_01
Patent number
US07867992B2

Linked notes

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