4-Aminobenzoic Acid → HCID 90418928, compound

HRID 514859Notes

Reaction equation

HRID 514859 reaction equation
[NH2:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[C:5]([S:13](Cl)(=[O:15])=[O:14])[CH:6]=[C:7]([Cl:12])[CH:8]=2)[N:3]=1.[NH2:17][C:18]1[CH:26]=[CH:25][C:21]([C:22]([OH:24])=[O:23])=[CH:20][CH:19]=1.N1C=CC=CC=1>C1COCC1>[NH2:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[C:5]([S:13]([NH:17][C:18]3[CH:26]=[CH:25][C:21]([C:22]([OH:24])=[O:23])=[CH:20][CH:19]=3)(=[O:15])=[O:14])[CH:6]=[C:7]([Cl:12])[CH:8]=2)[N:3]=1

Participants

5

Reactant 3

HCID 9784-Aminobenzoic AcidHCID 1049PyridineHCID 90418901HCID 90418901, compound

Product 1

HCID 90418928HCID 90418928, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
30 °C

Procedure

A mixture of 2-amino-6-chloroquinoline-8-sulfonyl chloride (500 mg, 1.8 mmol), 4-aminobenzoic acid (300 mg, 2.2 mmol) and pyridine (1 mL) in 10 mL of THF was stirred at 30° C. overnight, when LCMS indicated that the reaction was complete. The resulting mixture was concentrated, and the residue was purified by a standard method to yield the title compound. LCMS (m/z): 378.8 (M+1)+

Workup

  1. concentrationThe resulting mixture was concentrated
  2. customthe residue was purified by a standard method

Sources & evidence

ORD record
ord-0927602aa2954e869a2be5114baf0cbc
Source dataset
uspto-grants-2015_08
Patent number
US09108921B2

Reaction notes

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