Water → 2,5-Dichlorobenzimidazole

HRID 1829140Notes

Reaction equation

HRID 1829140 reaction equation
[Cl:1][C:2]1[NH:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[Cl:11]N1C(=O)CCC1=O.O>CN(C=O)C>[Cl:1][C:2]1[NH:3][C:4]2[CH:10]=[C:9]([Cl:11])[CH:8]=[CH:7][C:5]=2[N:6]=1

Participants

5

Reactant 3

HCID 962WaterHCID 31398ChlorosuccinimideHCID 785722-Chlorobenzimidazole

Product 1

HCID 3354732,5-DichlorobenzimidazoleYield 37.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

2-Chlorobenzimidazole (1.05 g) was dissolved in DMF (10 mL), and N-chlorosuccinimide (1.01 g) was added thereto. The mixture was stirred at 60° C. for 30 min and the reaction mixture was added to water. The precipitated solid was collected by filtration to give 2,5-dichlorobenzimidazole (0.480 g) as a white solid.

Workup

  1. filtrationThe precipitated solid was collected by filtration

Sources & evidence

ORD record
ord-00c9127842f44f6caf206623c7596177
Source dataset
uspto-grants-2006_06
Patent number
US07060722B2

Reaction notes

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