Methyl 4-amino-3-fluoro-5-nitro-2-(2-toluidino)benzoate → HCID 9823009, compound

HRID 992398Notes

Reaction equation

HRID 992398 reaction equation
[NH2:1][C:2]1[C:11]([N+:12]([O-])=[O:13])=[CH:10][C:5]([C:6]([O:8]C)=[O:7])=[C:4]([NH:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[CH3:22])[C:3]=1[F:23].[I:24](C1C=CC=C(CC([O-])=O)C=1CC([O-])=O)=O>C1C=CC=CC=1>[F:23][C:3]1[C:2]2[C:11](=[N:12][O:13][N:1]=2)[CH:10]=[C:5]([C:6]([OH:8])=[O:7])[C:4]=1[NH:15][C:16]1[CH:21]=[CH:20][C:19]([I:24])=[CH:18][C:17]=1[CH3:22]

Participants

4

Reactant 2

HCID 22180129Methyl 4-amino-3-fluoro-5-nitro-2-(2-toluidino)benzoateHCID 22180138HCID 22180138, compound

Product 1

HCID 9823009HCID 9823009, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture comprised of methyl 4-amino-3-fluoro-2-(2-methyl-phenylamino)-5-nitrobenzoate (from Step d, Example 1) and iodosobenzenediacetate (1.76 equiv.) in benzene is stirred at ambient temperature for 5 hours. The mixture is concentrated in vacuo and the residue purified by column chromatography to give the desired product.

Workup

  1. concentrationThe mixture is concentrated in vacuo
  2. customthe residue purified by column chromatography

Sources & evidence

ORD record
ord-c58a67db3c674ad5813cad2333122d20
Source dataset
uspto-grants-2002_10
Patent number
US06469004B1

Reaction notes

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