Methyl 2'-methoxy-5'-methyl-4-nitro-2-biphenylcarboxylate → 2'-Methoxy-5'-methyl-4-nitro-2-biphenylcarboxylic acid

HRID 2290079Notes

Reaction equation

HRID 2290079 reaction equation
FC1C=CC(OC)=C(C2C(C(O)=O)=CC([N+]([O-])=O)=CC=2)C=1.[CH3:22][O:23][C:24]1[CH:29]=[CH:28][C:27]([CH3:30])=[CH:26][C:25]=1[C:31]1[C:32]([C:40]([O:42]C)=[O:41])=[CH:33][C:34]([N+:37]([O-:39])=[O:38])=[CH:35][CH:36]=1>>[CH3:22][O:23][C:24]1[CH:29]=[CH:28][C:27]([CH3:30])=[CH:26][C:25]=1[C:31]1[C:32]([C:40]([OH:42])=[O:41])=[CH:33][C:34]([N+:37]([O-:39])=[O:38])=[CH:35][CH:36]=1

Participants

3

Reactant 2

HCID 23433460Methyl 2'-methoxy-5'-methyl-4-nitro-2-biphenylcarboxylateHCID 234336025'-Fluoro-2'-methoxy-4-nitro-2-biphenylcarboxylic acid

Product 1

HCID 234334492'-Methoxy-5'-methyl-4-nitro-2-biphenylcarboxylic acidYield 100.2%

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'-methoxy-5'-methyl-4-nitro-2-biphenylcarboxylate (2.02 g) to afford 1.93 g (99%) of 2'-methoxy-5'-methyl-4-nitro-2-biphenylcarboxylic acid as a white solid. Data for 2'-methoxy-5'-methyl-4-nitro-2-biphenylcarboxylic acid: 1H NMR (400 MHz, acetone-d6) 8.63 (d, J=2.5, 1 H), 8.42 (dd, J=8.5, 2.5, 1 H), 7.63 (d, J=8.5, 1 H), 7.19 (m, 1 H), 7.14 (d, J=2.2, 1 H), 6.93 (d, J=8.4, 1 H), 3.70 (s, 3 H), 2.32 (s, 3 H).

Sources & evidence

ORD record
ord-4de66c37ad194b4599a062512916083e
Source dataset
uspto-grants-2000_07
Patent number
US06093821

Reaction notes

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