Methyl 2',5'-dimethoxy-4-nitro-2-biphenylcarboxylate → 2',5-Dimethoxy-4-nitro-2-biphenylcarboxylic acid

HRID 1604793Notes

Reaction equation

HRID 1604793 reaction equation
F[C:2]1[CH:3]=[CH:4][C:5]([O:20][CH3:21])=[C:6]([C:8]2[C:9]([C:17]([OH:19])=[O:18])=[CH:10][C:11]([N+:14]([O-:16])=[O:15])=[CH:12][CH:13]=2)[CH:7]=1.[CH3:22][O:23]C1C=CC(OC)=CC=1C1C(C(OC)=O)=CC([N+]([O-])=O)=CC=1>>[CH3:21][O:20][C:5]1[CH:4]=[CH:3][CH:2]=[CH:7][C:6]=1[C:8]1[C:9]([C:17]([OH:19])=[O:18])=[CH:10][C:11]([N+:14]([O-:16])=[O:15])=[C:12]([O:23][CH3:22])[CH:13]=1

Participants

3

Reactant 2

HCID 10805422Methyl 2',5'-dimethoxy-4-nitro-2-biphenylcarboxylateHCID 234336025'-Fluoro-2'-methoxy-4-nitro-2-biphenylcarboxylic acid

Product 1

HCID 196044482',5-Dimethoxy-4-nitro-2-biphenylcarboxylic acidYield 99%

Procedure

This compound was prepared in a manner similar to that of 5'-fluoro-2'-methoxy-4-nitro-2-biphenylcarboxylic acid (EXAMPLE 107) from methyl 2',5'-dimethoxy-4-nitro-2-biphenylcarboxylate (2.07 g) to afford 1.93 g (99%) of 2',5-dimethoxy-4-nitro-2-biphenylcarboxylic acid as a white solid. Data for 2', 5'-dimethoxy-4-nitro-2-biphenylcarboxylic acid: 1H NMR (400 MHz, acetone-d6) 8.64 (d, J=2.5, 1H), 8.43 (dd, J=8.4, 2.6, 1H), 7.67 (d, J=8.5, 1H), 6.94 (m, 2H), 3.80 (s, 3H), 3.68 (s, 3H).

Sources & evidence

ORD record
ord-843ca043992645dead9541db786bb676
Source dataset
uspto-grants-1999_11
Patent number
US05994544

Reaction notes

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