2-Chlorobenzimidazole → HCID 22064898, compound

HRID 350689Notes

Reaction equation

HRID 350689 reaction equation
Cl[C:2]1[NH:6][C:5]2[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=2[N:3]=1>C(N)CN.C(Cl)(Cl)Cl.C(O)(C)C>[NH:3]1[C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=[C:2]1[NH:3][CH2:4][CH2:5][NH2:6]

Participants

5

Reactant 1

HCID 785722-Chlorobenzimidazole

Product 1

HCID 22064898HCID 22064898, compoundYield 37.4%

Reagents, catalysts & solvents 3

HCID 3301EthylenediamineSolventHCID 3776IsopropanolSolventHCID 6212ChloroformSolvent

Procedure

A mixture of 2-chloro-1H -benzoimidazole (1 g) in 4 mL of ethane-1,2-diamine was heated to 100 C. for several hours until complete by HPLC. The reaction was allowed to cool and diluted with a mixture of chloroform and isopropanol (3:1). The organic phase was washed with water then dried and concentrated to give 216 mg of product as a solid which was used in the next step without further purification. MS(ES): m/c (EI*) 177.1 [M+H]

Workup

  1. temperaturewas heated to 100 C
  2. waitfor several hours until complete by HPLC
  3. temperatureto cool
  4. washThe organic phase was washed with water
  5. customthen dried
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-8951bb3a7c124f3d986ce544040e9b25
Source dataset
uspto-grants-2007_02
Patent number
US07183281B2

Reaction notes

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