5'-Fluoro-2'-methoxy-4-nitro-2-biphenylcarboxylic acid → 3'-Chloro-2'-methoxy-4-nitro-2-biphenylcarboxylic acid

HRID 1938474Notes

Reaction equation

HRID 1938474 reaction equation
FC1C=CC(OC)=C(C2C(C(O)=O)=CC([N+]([O-])=O)=CC=2)C=1.C[O:23][C:24]([C:26]1[C:27]([C:35]2[CH:40]=[CH:39][CH:38]=[C:37]([Cl:41])[C:36]=2[O:42][CH3:43])=[CH:28][CH:29]=[C:30]([N+:32]([O-:34])=[O:33])[CH:31]=1)=[O:25]>>[Cl:41][C:37]1[C:36]([O:42][CH3:43])=[C:35]([C:27]2[C:26]([C:24]([OH:25])=[O:23])=[CH:31][C:30]([N+:32]([O-:34])=[O:33])=[CH:29][CH:28]=2)[CH:40]=[CH:39][CH:38]=1

Participants

3

Reactant 2

HCID 234336025'-Fluoro-2'-methoxy-4-nitro-2-biphenylcarboxylic acidHCID 54298406Methyl (3'-chloro-2'-methoxy4-nitro-2-biphenylcarboxylate)

Product 1

HCID 234334893'-Chloro-2'-methoxy-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(3'-chloro-2'-methoxy-4-nitro-2-biphenylcarboxylate) (230mg) to afford 0.21 g (99%) of 3'-chloro-2'-methoxy-4-nitro-2-biphenylcarboxylic acid as a white solid. Data for 3'-chloro-2'-methoxy-4-nitro-2-biphenylcarboxylic acid: 1H NMR (400 MHz, acetone-d6) 8.76 (d, J=2.5, 1H), 8.50 (dd, J=8.4, 2.5, 1H), 7.74 (d, J=8.5, 1H), 7.51 (dd, J=7.9, 1.8, 1H), 7.31 (dd, J=7.4, 1.8, 1H), 7.24 (t, J=7.9), 3.47 (s, 3H).

Sources & evidence

ORD record
ord-7b28e77c9fd347b5a3696b2c824e6f7e
Source dataset
uspto-grants-1997_12
Patent number
US05693647

Reaction notes

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