Hydrochloric Acid → HCID 178512467, compound

HRID 1930588Notes

Reaction equation

HRID 1930588 reaction equation
Cl.[Br:2][C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[CH:5][CH:4]=1.[NH:10]=[C:11]=[NH:12].C(=O)([O-])[O-].[K+].[K+]>C(O)C.O>[Br:2][C:3]1[CH:9]=[CH:8][C:6]([NH:7][C:11]([NH2:12])=[NH:10])=[CH:5][CH:4]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 78074-BromoanilineHCID 11430Potassium CarbonateHCID 160435Carbodiimide

Product 1

HCID 178512467HCID 178512467, compoundYield 76.3%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

Hydrochloric acid (1.503 mL, 9.07 mmol) was added to 4-bromoaniline (2 g, 11.63 mmol) and carbodiimide (0.538 g, 12.79 mmol) in ethanol (10 mL) heated to reflux for 90 min. The solvent was removed under reduced pressure and potassium carbonate (0.964 g, 6.98 mmol) in water (10.00 mL) was added. Crystals were filtered off and washed with several portions of DCM to give the title compound (1.9 g, 60%).

Workup

  1. temperatureheated
  2. temperatureto reflux for 90 min
  3. additionwas added
  4. filtrationCrystals were filtered off
  5. washwashed with several portions of DCM

Sources & evidence

ORD record
ord-c11c35272e8f40f4b5f1f845422b8cea
Source dataset
uspto-grants-2012_05
Patent number
US08188101B2

Reaction notes

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