5-Aminosalicylic Acid → HCID 12270289, compound

HRID 1579872Notes

Reaction equation

HRID 1579872 reaction equation
[CH3:1][O:2][C:3]1[CH:18]=[CH:17][C:6]([C:7](=O)[CH2:8][CH:9]2[CH2:14][CH2:13][CH2:12][CH2:11][C:10]2=O)=[CH:5][CH:4]=1.[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:10]3[CH2:11][CH2:12][CH2:13][CH2:14][C:9]=3[CH:8]=[C:7]2[C:6]2[CH:17]=[CH:18][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)[CH:21]=[CH:22][C:23]=1[OH:29])([OH:27])=[O:26]

Participants

4

Reactant 2

HCID 40755-Aminosalicylic AcidHCID 12270325Cyclohexanone, 2-[2-(4-methoxyphenyl)-2-oxoethyl]-

Product 1

HCID 12270289HCID 12270289, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 24.6 g. (0.1 mole) of 2-(p-methoxyphenacyl)cyclohexanone, 15.3 g. (0.1 mole) of 5-aminosalicylic acid, and 100 ml. of glacial acetic acid was heated under reflux for 3 hours, cooled and filtered. The filter cake was washed with water, dried and recrystallized from ethanol to provide 14.4 g. (40%) of crystals, m.p. 219°-221°.

Workup

  1. additionA mixture of 24.6 g
  2. temperatureunder reflux for 3 hours
  3. temperaturecooled
  4. filtrationfiltered
  5. washThe filter cake was washed with water
  6. customdried
  7. customrecrystallized from ethanol
  8. customto provide 14.4 g

Sources & evidence

ORD record
ord-c998fef5b3f543c8869245267a058a79
Source dataset
uspto-grants-1976_01
Patent number
US03931407

Reaction notes

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