Salicylic Acid → HCID 178448524, compound

HRID 1110034Notes

Reaction equation

HRID 1110034 reaction equation
[CH3:1][CH:2]([CH2:4][N:5]1[CH2:12][C@@H:11]2[C:13]3([CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]3)[C@@H:7]([CH2:8][N:9]([CH:19]([CH3:21])[CH3:20])[CH2:10]2)[CH2:6]1)[CH3:3].[C:22]([OH:31])(=[O:30])[C:23]1[C:24](=[CH:26][CH:27]=[CH:28][CH:29]=1)[OH:25]>C(OCC)C>[CH3:3][CH:2]([CH2:4][N:5]1[CH2:6][C@@H:7]2[C:13]3([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]3)[C@@H:11]([CH2:10][N:9]([CH:19]([CH3:21])[CH3:20])[CH2:8]2)[CH2:12]1)[CH3:1].[C:22]([O-:31])(=[O:30])[C:23]1[C:24](=[CH:26][CH:27]=[CH:28][CH:29]=1)[OH:25]

Participants

4

Reactant 2

HCID 338Salicylic AcidHCID 10708818126825-36-3

Product 1

HCID 178448524HCID 178448524, compoundYield 91.2%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

10.7 g (=0.037 mole) of bertosamil were dissolved in 40 ml of diethyl ether. A solution of 5.12 g (=0.037 mole) of salicylic acid in 30 ml of diethyl ether was added to the solution, and the reaction mixture was stirred for 30 minutes. The resulting precipitate was filtered out of the mother liquor using a suction filter, and dried at 60° C. in a vacuum drying oven. 14.5 g of bertosamil salicylate having a melting range of 118.4 to 119.5 ° C. were obtained. The base:acid ratio determined by titration was 1:1.0. Thermogravimetric analysis showed no weight loss on drying.

Workup

  1. filtrationThe resulting precipitate was filtered out of the mother liquor
  2. filtrationfilter
  3. customdried at 60° C. in a vacuum
  4. customdrying oven

Sources & evidence

ORD record
ord-f06b6f571633496b839e369c0d1b801a
Source dataset
uspto-grants-1994_06
Patent number
US05324732

Reaction notes

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