Water → HCID 9839093, compound

HRID 1295831Notes

Reaction equation

HRID 1295831 reaction equation
[Cl:1][C:2]1[CH:20]=[CH:19][C:5]2[N:6]([C:10]3[CH:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:11]=3[O:17]C)[C:7](=[O:9])[NH:8][C:4]=2[CH:3]=1.B(Br)(Br)Br.O>ClCCl>[Cl:1][C:2]1[CH:20]=[CH:19][C:5]2[N:6]([C:10]3[CH:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:11]=3[OH:17])[C:7](=[O:9])[NH:8][C:4]=2[CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 25134Boron tribromideHCID 69513078HCID 69513078, compound

Product 1

HCID 9839093HCID 9839093, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

5-Chloro-1-(5-chloro-2-methoxy-phenyl)-1,3-dihydro-benzimidazol-2-one (4 g, 13 mmol) in dichloromethane was cooled to −10° C., and boron tribromide (14.6 ml 1 M solution in dichloromethane 14.6 mmol) was added. The reaction mixture is stirred at room temperature for 6 hours, poured into water (app. 200 ml), and stirred for 15 minutes and filtrated. The title compound was crystallized from toluene/heptane. M.p. 256-257° C.

Workup

  1. stirringstirred for 15 minutes
  2. filtrationfiltrated
  3. customThe title compound was crystallized from toluene/heptane

Sources & evidence

ORD record
ord-236e0fbb95f14c57bdac5f6ed128b9eb
Source dataset
uspto-grants-2007_07
Patent number
US07244756B2

Reaction notes

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