Hydrochloric Acid → 2-(5-Nitro-1-methyl-2-imidazolyl)-benzimidazole

HRID 972502Notes

Reaction equation

HRID 972502 reaction equation
[N+:1]([C:4]1[N:8]([CH3:9])[C:7]([C:10](O)=O)=[N:6][CH:5]=1)([O-:3])=[O:2].[C:13]1([NH2:20])[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[NH2:19].Cl>>[N+:1]([C:4]1[N:8]([CH3:9])[C:7]([C:10]2[NH:19][C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[N:20]=2)=[N:6][CH:5]=1)([O-:3])=[O:2]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 7243O-PhenylenediamineHCID 156582291-Methyl-5-nitro-1H-imidazole-2-carboxylic acid

Product 1

HCID 214046922-(5-Nitro-1-methyl-2-imidazolyl)-benzimidazole

Procedure

1.7 g. of 5-nitro-1-methyl-2-imidazolyl carboxylic acid and 1.08 g. of o-phenylenediamine are heated for 40 minutes in a bomb tube to 180° C. in 10 ml. of 25% hydrochloric acid. After evaporating the reaction mixture to dryness and column chromatography on 100 g. of silica gel with methanol-chloroform 1 : 1, 120 mg. of 2-(5-nitro-1-methyl-2-imidazolyl)-benzimidazole is obtained, m.p. 257° C.

Workup

  1. customAfter evaporating the reaction mixture to dryness and column chromatography on 100 g

Sources & evidence

ORD record
ord-61e2f8bfd10742faab33b8ceee7a54ee
Source dataset
uspto-grants-1977_10
Patent number
US04053472

Reaction notes

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