Nitroethane → 1-Hydroxy-2-methyl-3-oxidobenzimidazol-3-ium

HRID 1607720

Reaction equation

HRID 1607720 reaction equation
[N+]([CH2:4][CH3:5])([O-])=O.[CH:6]1[CH:14]=[CH:13][C:12]2[C:8](=[N:9][O:10][N+:11]=2[O-:15])[CH:7]=1.C(NCC)C>O1CCCC1>[OH:10][N:9]1[C:8]2[CH:7]=[CH:6][CH:14]=[CH:13][C:12]=2[N+:11]([O-:15])=[C:4]1[CH3:5]

Participants

5

Reactant 3

HCID 6587NitroethaneHCID 8021DiethylamineHCID 68075Benzofuroxan

Product 1

HCID 14762771-Hydroxy-2-methyl-3-oxidobenzimidazol-3-ium

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a mixture containing nitroethane (9.0 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 upon addition. Upon completion, the mixture is allowed to cool and to stand overnight.

Workup

  1. temperatureto reflux upon addition
  2. temperatureto cool

Sources & evidence

ORD record
ord-43fba62ac597471fb422994210a2a0c5
Source dataset
uspto-grants-1989_09
Patent number
US04866175

Linked notes

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