5-Aminosalicylic Acid → HCID 12270292, compound

HRID 1579888Notes

Reaction equation

HRID 1579888 reaction equation
[CH3:1][C:2]1[CH:17]=[CH:16][C:5]([C:6](=O)[CH2:7][CH:8]2[CH2:13][CH2:12][CH2:11][CH2:10][C:9]2=O)=[CH:4][CH:3]=1.[NH2:18][C:19]1[CH:27]=[C:23]([C:24]([OH:26])=[O:25])[C:22]([OH:28])=[CH:21][CH:20]=1>C(O)(=O)C>[C:24]([C:23]1[CH:27]=[C:19]([N:18]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][C:2]([CH3:1])=[CH:3][CH:4]=2)[CH:20]=[CH:21][C:22]=1[OH:28])([OH:26])=[O:25]

Participants

4

Reactant 2

HCID 40755-Aminosalicylic AcidHCID 12270328HCID 12270328, compound

Product 1

HCID 12270292HCID 12270292, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 23 g. (0.1 mole) of 2-(p-methylphenacyl)cyclohexanone, 15.3 g. (0.1 mole) of 5-aminosalicylic acid and 100 ml. of glacial acetic acid was heated under reflux for 45 minutes, cooled and filtered. The collected solid was recrystallized from acetonitrile to provide 23.0 g. (66%) of yellow crystals, m.p. 212.5°-214.5°.

Workup

  1. additionA mixture of 23 g
  2. temperatureunder reflux for 45 minutes
  3. temperaturecooled
  4. filtrationfiltered
  5. customThe collected solid was recrystallized from acetonitrile
  6. customto provide 23.0 g

Sources & evidence

ORD record
ord-eea0504f38534559b2349834c4c4ea4a
Source dataset
uspto-grants-1976_01
Patent number
US03931407

Reaction notes

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