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

HRID 1795893Notes

Reaction equation

HRID 1795893 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-5dbc1eb1c26d4bc290d81e0ca9b32263
Source dataset
uspto-grants-2006_04
Patent number
US07030119B1

Reaction notes

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