Hydrochloric Acid → 1H-Benzimidazol-2-amine, 5-chloro-

HRID 1402828Notes

Reaction equation

[NH2:1][C:2]1[NH:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.OO.[ClH:13]>>[NH2:1][C:2]1[NH:3][C:4]2[CH:10]=[C:9]([Cl:13])[CH:8]=[CH:7][C:5]=2[N:6]=1

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 784Hydrogen Peroxide

HCID 136242-Aminobenzimidazole

Product 1

HCID 215271H-Benzimidazol-2-amine, 5-chloro-Yield 72%

Procedure

Commercial 2-aminobenzimidazole was chlorinated with a mixture of hydrogen peroxide and HCl in aqueous solution at rt for 1.5 h. After removal of all volatiles the residue was dissolved in water and the product precipitated by addition of ammonia solution to give a 72% yield of 2-amino-5-chlorobenzimidazole as beige coloured solid.

Workup

customAfter removal of all volatiles the residue
dissolutionwas dissolved in water
customthe product precipitated by addition of ammonia solution

Sources & evidence

ORD record: ord-8c0720dfa17845369cf8f98d2505d42a
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08912186B2

Reaction notes

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