Salicylic Acid → HCID 178419863, compound

HRID 1110036Notes

Reaction equation

HRID 1110036 reaction equation
[CH2:1]1[CH2:5][C:4]2([CH:10]3[CH2:11][N:12]([CH2:14][CH:15]4[CH2:17][CH2:16]4)[CH2:13][CH:6]2[CH2:7][N:8]([CH2:18][CH:19]2[CH2:21][CH2:20]2)[CH2:9]3)[CH2:3][CH2:2]1.[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>[CH2:1]1[CH2:5][C:4]2([CH:10]3[CH2:11][N:12]([CH2:14][CH:15]4[CH2:17][CH2:16]4)[CH2:13][CH:6]2[CH2:7][N:8]([CH2:18][CH:19]2[CH2:21][CH2:20]2)[CH2:9]3)[CH2:3][CH2:2]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 65825Tedisamil

Product 1

HCID 178419863HCID 178419863, compoundYield 92.1%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

10.7 g (=0.037 mole) of tedisamil were dissolved in 50 ml of diethyl ether. A solution of 5.12 g (=0.037 mole) of salicylic acid in 50 ml of diethyl ether was added to the solution. The reaction mixture was stirred for 30 minutes. The resulting precipitate was separated from the mother liquor by suction filtration, and dried in a vacuum drying oven at 60° C. 14.5 g of tedisamil salicylate were obtained. DSC gave a melting range of 140.9 to 142.2° C. The base:acid ratio determined by titration was 1:1.0. Thermogravimetric analysis showed a 0.1% weight loss on drying.

Workup

  1. customThe resulting precipitate was separated from the mother liquor by suction filtration
  2. customdried in a vacuum
  3. customdrying oven at 60° C

Sources & evidence

ORD record
ord-51e66d8bb29444bbb46f87b5e91e4b69
Source dataset
uspto-grants-1994_06
Patent number
US05324732

Reaction notes

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