1-Nitropropane → 1-Hydroxy-2-Ethylbenzimidazole-3-Oxide

HRID 66956

Reaction equation

HRID 66956 reaction equation
[N+]([CH2:4][CH2:5][CH3:6])([O-])=O.[CH:7]1[CH:15]=[CH:14][C:13]2[C:9](=[N:10][O:11][N+:12]=2[O-:16])[CH:8]=1.C(NCC)C>O1CCCC1>[OH:11][N:10]1[C:9]2[CH:8]=[CH:7][CH:15]=[CH:14][C:13]=2[N+:12]([O-:16])=[C:4]1[CH2:5][CH3:6]

Participants

5

Reactant 3

HCID 79031-NitropropaneHCID 8021DiethylamineHCID 68075Benzofuroxan

Product 1

HCID 145490291-Hydroxy-2-Ethylbenzimidazole-3-Oxide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a mixture containing 1-nitropropane (10.7 g., 0.12 moles), benzofuroxan (13.6 g., 0.10 moles) and tetrahydrofuran (50 ml.) is added dropwise diethylamine (8.7 g., 0.12 moles). The reaction temperature rises almost to reflux on addition of amine. Upon completion, the mixture is allowed to cool and then sit overnight.

Workup

  1. temperatureto cool

Sources & evidence

ORD record
ord-5eee42ca1ae243628b6315c46337862b
Source dataset
uspto-grants-1982_08
Patent number
US04343942

Linked notes

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