4-Fluoro-2-nitrobenzoic acid → 4-fluoro-N-methyl-2-nitrobenzamide

HRID 1947854Notes

Reaction equation

HRID 1947854 reaction equation
F[C:2]1[CH:3]=[CH:4][C:5]([N+:12]([O-:14])=[O:13])=[C:6]([CH:11]=1)[C:7]([NH:9][CH3:10])=[O:8].[F:15]C1C=CC(C(O)=O)=C([N+]([O-])=O)C=1>>[F:15][C:3]1[CH:2]=[CH:11][C:6]([C:7]([NH:9][CH3:10])=[O:8])=[C:5]([N+:12]([O-:14])=[O:13])[CH:4]=1

Participants

3

Reactant 2

HCID 27374164-Fluoro-2-nitrobenzoic acidHCID 442030775-Fluoro-N-methyl-2-nitrobenzamide2×

Product 1

HCID 671150044-fluoro-N-methyl-2-nitrobenzamide

Procedure

The title compound was prepared using the procedure from 5-fluoro-N-methyl-2-nitrobenzamide (Compound 102B) with the commercially available 4-fluoro-2-nitrobenzoic acid. 1H NMR (CDCl3, 400 MHz): δ=3.04 (d, J=4.80 Hz, 3H), 5.88 (br. s., 1H), 7.39 (ddd, J=8.46, 7.45, 2.53 Hz, 1H), 7.55 (dd, J=8.59, 5.31 Hz, 1H), 7.78 (dd, J=8.34, 2.53 Hz, 1H). MS (ES+): m/z 199.05 [MH+] (TOF, polar).

Sources & evidence

ORD record
ord-551a672a02ed44999bc3722459031f90
Source dataset
uspto-grants-2013_03
Patent number
US08399433B2

Reaction notes

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