5-Aminosalicylic Acid → HCID 12270290, compound

HRID 1579884Notes

Reaction equation

HRID 1579884 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:16]=[CH:17][CH:18]=1)[C:6](=O)[CH2:7][CH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][C:9]1=O.[NH2:19][C:20]1[CH:28]=[C:24]([C:25]([OH:27])=[O:26])[C:23]([OH:29])=[CH:22][CH:21]=1>C(O)(=O)C>[C:25]([C:24]1[CH:28]=[C:20]([N:19]2[C:9]3[CH2:10][CH2:11][CH2:12][CH2:13][C:8]=3[CH:7]=[C:6]2[C:5]2[CH:16]=[CH:17][CH:18]=[C:3]([O:2][CH3:1])[CH:4]=2)[CH:21]=[CH:22][C:23]=1[OH:29])([OH:27])=[O:26]

Participants

4

Reactant 2

HCID 40755-Aminosalicylic AcidHCID 12270326HCID 12270326, compound

Product 1

HCID 12270290HCID 12270290, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 24.6 g. (0.1 mole) of 2-(m-methoxyphenacyl)cyclohexanone, 15.3 g. (0.1 mole) of 5-aminosalicylic acid, and 65 ml. of glacial acetic acid was heated for 2 hours under reflux under nitrogen and cooled. The solid which separated was collected, washed with acetic acid and water, dried and recystallized from acetic acid to provide 23.4 g. (65%) of crystals, m.p. 175°-177°.

Workup

  1. additionA mixture of 24.6 g
  2. temperatureunder reflux under nitrogen
  3. temperaturecooled
  4. customThe solid which separated
  5. customwas collected
  6. washwashed with acetic acid and water
  7. customdried
  8. customto provide 23.4 g

Sources & evidence

ORD record
ord-af15ac7e83ae41a69ad69decfc16f863
Source dataset
uspto-grants-1976_01
Patent number
US03931407

Reaction notes

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