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

HRID 1607721Notes

Reaction equation

HRID 1607721 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-afe3635a6c0c420ca085ef8a31f0ab0a
Source dataset
uspto-grants-1989_09
Patent number
US04866175

Reaction notes

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