Heptane → HCID 178526629, compound

HRID 1160173Notes

Reaction equation

HRID 1160173 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[C:11]1[NH:15][C:14]2[CH:16]=[CH:17][C:18]([C:20]([NH:22][OH:23])=[NH:21])=[CH:19][C:13]=2[N:12]=1.[CH3:24]CCCCCC>C(OCC)(OCC)OCC.Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[C:11]1[NH:15][C:14]2[CH:16]=[CH:17][C:18]([C:20]3[N:21]=[CH:24][O:23][N:22]=3)=[CH:19][C:13]=2[N:12]=1

Participants

5

Reactant 2

HCID 8900HeptaneHCID 178513237HCID 178513237, compound

Product 1

HCID 178526629HCID 178526629, compoundYield 62%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 31214Ethyl orthoformateSolvent

Procedure

A stirred solution of 2-(2-chloro-5-nitro-phenyl)-N-hydroxy-1H-benzoimidazole-5-carboxamidine (5.29 g; 16.0 mmol) in triethyl orthoformate (50 ml) was heated to 80° C. Concentrated hydrochloric acid (3 drops) was added and heating continued for a further two hours. After cooling to room temperature, heptane (50 ml) was added which caused a precipitate to form. The solid was filtered off and washed with more heptane to afford 2-(2-chloro-5-nitro-phenyl)-5-[1,2,4]oxadiazol-3-yl-1H-benzoimidazole (3.30 g, 62%)

Workup

  1. temperatureheating
  2. customto form
  3. filtrationThe solid was filtered off
  4. washwashed with more heptane

Sources & evidence

ORD record
ord-485cfb1ad7434a83930e33ead5e20b09
Source dataset
uspto-grants-2010_10
Patent number
US07816369B2

Reaction notes

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