Water → 4-Methoxycarbonyl-2-trifluoroacetylaminobenzoic acid

HRID 1354414Notes

Reaction equation

HRID 1354414 reaction equation
[NH2:1][C:2]1[CH:10]=[C:9]([C:11]([O:13][CH3:14])=[O:12])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].O.[F:16][C:17]([F:22])([F:21])[C:18](O)=[O:19]>>[CH3:14][O:13][C:11]([C:9]1[CH:8]=[CH:7][C:3]([C:4]([OH:6])=[O:5])=[C:2]([NH:1][C:18](=[O:19])[C:17]([F:22])([F:21])[F:16])[CH:10]=1)=[O:12]

Participants

4

Reactant 3

HCID 962WaterHCID 6422Trifluoroacetic acid2×HCID 133493862-Amino-4-(methoxycarbonyl)benzoic acid

Product 1

HCID 229345194-Methoxycarbonyl-2-trifluoroacetylaminobenzoic acidYield 98%

Procedure

To a solution (15 ml) of 2-amino-4-methoxycarbonylbenzoic acid (3.00 g) in trifluoroacetic acid was added dropwise anhydrous trifluoroacetic acid (7 ml) at 0° C. This mixture was stirred for 1 hr. and poured into water. The crystals were collected by filtration to give 4-methoxycarbonyl-2-trifluoroacetylaminobenzoic acid (4.40 g, yield 98%). Recrystallization from hexane-ethyl acetate gave colorless prism crystals. melting point: 185–186° C.

Workup

  1. filtrationThe crystals were collected by filtration

Sources & evidence

ORD record
ord-3492bafe3f894beb94ebcd7447494b31
Source dataset
uspto-grants-2007_05
Patent number
US07223791B2

Reaction notes

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