Dimethylformamide → Methyl N-methyl-5-nitro-N-[tris(hydroxymethyl)methyl]isophthalamate
Reaction equation
COC([C:5]1[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][C:6]=1[C:7](Cl)=[O:8])=O.[CH3:17][NH:18][C:19]([CH2:24][OH:25])([CH2:22][OH:23])[CH2:20][OH:21].[C:26](=[O:29])([O-])[O-:27].[K+].[K+].[CH3:32]N(C)C=O>>[CH3:17][N:18]([C:19]([CH2:24][OH:25])([CH2:22][OH:23])[CH2:20][OH:21])[C:7](=[O:8])[C:6]1[CH:5]=[C:13]([CH:12]=[C:11]([N+:14]([O-:16])=[O:15])[CH:10]=1)[C:26]([O:27][CH3:32])=[O:29]Participants
5
Procedure
Methoxy-carbonyl-5-nitrobenzoyl chloride [G. B. Hoey, et al., J. Med. Chem, 6, 24 (1963)] is added to a cold stirred slurry of N-methyl-tris(hydroxymethyl)-methylamine and potassium carbonate in dimethylformamide to form a solution of N-methyl-5-nitro-N-[tris(hydroxymethyl)methyl]isophthalamic acid, methyl ester.