Anthranilic acid, N-m-nitrophenyl- → 2-(3-Nitroanilino)benzoyl chloride

HRID 1719352Notes

Reaction equation

HRID 1719352 reaction equation
FC(F)(F)[C:3]1[CH:4]=[C:5]([NH:9][C:10]2[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=2[C:12]([Cl:14])=[O:13])[CH:6]=[CH:7][CH:8]=1.[N+:21](C1C=C(NC2C=CC=CC=2C(O)=O)C=CC=1)([O-:23])=[O:22]>>[N+:21]([C:3]1[CH:4]=[C:5]([NH:9][C:10]2[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=2[C:12]([Cl:14])=[O:13])[CH:6]=[CH:7][CH:8]=1)([O-:23])=[O:22]

Participants

3

Reactant 2

HCID 101403Anthranilic acid, N-m-nitrophenyl-2×HCID 132312142-[3-(Trifluoromethyl)anilino]benzoyl chloride

Product 1

HCID 132312152-(3-Nitroanilino)benzoyl chlorideYield 77%

Procedure

The following compound is obtained using the same procedure as that used for procurement of 2-(3-trifluoromethylphenylamino)-benzoyl chloride except that an equivalent amount of 2-(3-nitrophenylamino)-benzoic acid is used in place of the 2-(3-trifluoromethylphenylamino)-benzoic acid of the reference example from 2-(3-nitrophenylamino)-benzoic acid: 2-(3-Nitrophenylamino)-benzoyl chloride ##STR9## Yield: 77% of theory, melting point: 141°-145° C.

Workup

  1. customThe following compound is obtained

Sources & evidence

ORD record
ord-35a54c85b56d49338f1b0c24175023a0
Source dataset
uspto-grants-1985_09
Patent number
US04539402

Reaction notes

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