Methyl-5'-chloro-2'-methoxy-4-nitro-2-biphenylcarboxylate → 5'-Chloro-2'-methoxy-4-nitro-2-biphenylcarboxylic acid

HRID 2290064Notes

Reaction equation

HRID 2290064 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]=[C:39]([Cl:41])[CH:38]=[CH:37][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:39]1[CH:38]=[CH:37][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]=1

Participants

3

Reactant 2

HCID 10829633Methyl-5'-chloro-2'-methoxy-4-nitro-2-biphenylcarboxylateHCID 234336025'-Fluoro-2'-methoxy-4-nitro-2-biphenylcarboxylic acid

Product 1

HCID 234334865'-Chloro-2'-methoxy-4-nitro-2-biphenylcarboxylic acidYield 95%

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-5'-chloro-2'-methoxy-4-nitro-2-biphenylcarboxylate (0.83 g, 2.6 mmol) to afford 0.75 g (95%) of 5'-chloro-2'-methoxy-4-nitro-2-biphenylcarboxylic acid as a yellow solid. Data for (5'-chloro-2'-methoxy-4-nitro-2-biphenyl)carboxylic acid: 1H NMR (400 MHz, acetone-d6) 8.69 (d,J=2.5, 1H); 8.46 (dd,J=8.3, 2.6, 1H); 7.68 (d,J=8.5, 1H); 7.41 (dd,J=8.9, 2.7, 1H); 7.33 (d,J=2.8, 1H); 7.08 (d,J=8.6, 1H); 3.75 (s, 3H).

Sources & evidence

ORD record
ord-f2a6ca1baadc45c187fdfd827e165f2b
Source dataset
uspto-grants-2000_07
Patent number
US06093821

Reaction notes

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