Oxonium, trimethyl-, tetrafluoroborate(1-) (1:1) → Methyl 3-methyl-2-nitrobenzenecarboximidate tetrafloroborate

HRID 1866767

Reaction equation

HRID 1866767 reaction equation
[CH3:1][C:2]1[C:3]([N+:11]([O-:13])=[O:12])=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([NH2:7])=[O:6].[F:14][B-:15]([F:18])([F:17])[F:16].[CH3:19][O+](C)C>ClCCl>[F:14][B-:15]([F:18])([F:17])[F:16].[CH3:1][C:2]1[C:3]([N+:11]([O-:13])=[O:12])=[C:4]([C:5](=[NH:7])[O:6][CH3:19])[CH:8]=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 2735153Oxonium, trimethyl-, tetrafluoroborate(1-) (1:1)HCID 32713713-Methyl-2-nitrobenzamide

Product 1

HCID 17960598Methyl 3-methyl-2-nitrobenzenecarboximidate tetrafloroborateYield 102.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of the title compound of Step A (1.07 g, 5.9 mmol) in dichloromethane (15 mL) was added trimethyloxonium tetrafluoroborate (1.06 g, 7.1 mmol) and the mixture was stirred overnight at ambient temperature. Concentration gave the title compound of Step B as a white solid (1.7 g).

Workup

  1. concentrationConcentration

Sources & evidence

ORD record
ord-265cd94fda2c4fd99182acf864724307
Source dataset
uspto-grants-2009_12
Patent number
US07629463B2

Linked notes

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