Hydrochloric Acid → 4-[(2-Butyl-4-quinolinyl)-amino]benzoic acid hydrochloride

HRID 398991Notes

Reaction equation

HRID 398991 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([CH2:12][CH2:13][CH2:14][CH3:15])[CH:3]=1.[CH:16]1[C:21]([C:22]([OH:24])=[O:23])=[CH:20][CH:19]=[C:18]([NH2:25])[CH:17]=1.Cl>>[ClH:1].[CH2:12]([C:4]1[CH:3]=[C:2]([NH:25][C:18]2[CH:19]=[CH:20][C:21]([C:22]([OH:24])=[O:23])=[CH:16][CH:17]=2)[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=1)[CH2:13][CH2:14][CH3:15]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 9784-Aminobenzoic AcidHCID 110422352-Butyl-4-chloroquinoline

Product 1

HCID 676033464-[(2-Butyl-4-quinolinyl)-amino]benzoic acid hydrochlorideYield 60.8%

Procedure

0.840 g of the product of Step D of Example 3 and 0.640 g of amino benzoic acid were introduced into 15 ml of 1N hydrochloric acid and the solution was refluxed for 3 hours. The precipitate was filtered, washed with water and dried at 60° C. under reduced pressure to obtain 0.830 g of the expected product.

Workup

  1. temperaturethe solution was refluxed for 3 hours
  2. filtrationThe precipitate was filtered
  3. washwashed with water
  4. customdried at 60° C. under reduced pressure

Sources & evidence

ORD record
ord-29533e97c15246aea3382b863fc614c2
Source dataset
uspto-grants-1998_10
Patent number
US05817674

Reaction notes

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