3-Aminobenzoic Acid → 3-{[(5-Isoxazol-3-yl-2-thienyl)sulfonyl]amino}benzoic acid

HRID 589748Notes

Reaction equation

HRID 589748 reaction equation
[O:1]1[CH:5]=[CH:4][C:3]([C:6]2[S:10][C:9]([S:11](Cl)(=[O:13])=[O:12])=[CH:8][CH:7]=2)=[N:2]1.[NH2:15][C:16]1[CH:17]=[C:18]([CH:22]=[CH:23][CH:24]=1)[C:19]([OH:21])=[O:20]>>[O:1]1[CH:5]=[CH:4][C:3]([C:6]2[S:10][C:9]([S:11]([NH:15][C:16]3[CH:17]=[C:18]([CH:22]=[CH:23][CH:24]=3)[C:19]([OH:21])=[O:20])(=[O:13])=[O:12])=[CH:8][CH:7]=2)=[N:2]1

Participants

3

Reactant 2

HCID 74193-Aminobenzoic AcidHCID 27971805-(Isoxazol-3-yl)thiophene-2-sulfonyl chloride

Product 1

HCID 569420263-{[(5-Isoxazol-3-yl-2-thienyl)sulfonyl]amino}benzoic acidYield 55%

Procedure

The product was prepared according to General Procedure 6, described in Example 65, with 5-isoxazol-3-ylthiophene-2-sulfonyl chloride (13.7 mg, 0.055 mmol) and 3-aminobenzoic acid (6.9 mg, 0.050 mmol). The title compound was obtained in 55% yield (9.6 mg). MS (ESI+) calcd mass for C14H10N2O5S2 350.003113, found 350.002783.

Workup

  1. customThe product was prepared

Sources & evidence

ORD record
ord-4f9e7817196546e5b8dd247635aa6c05
Source dataset
uspto-grants-2016_01
Patent number
US09233946B2

Reaction notes

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