Ethanol → ethyl N-n-octanoylanthranilate

HRID 36314

Reaction equation

HRID 36314 reaction equation
S(Cl)(Cl)=O.[C:5]([NH:14][C:15]1[C:16](=[CH:20][CH:21]=[CH:22][CH:23]=1)[C:17]([OH:19])=[O:18])(=[O:13])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[CH2:24](O)[CH3:25]>>[C:5]([NH:14][C:15]1[C:16](=[CH:20][CH:21]=[CH:22][CH:23]=1)[C:17]([O:19][CH2:24][CH3:25])=[O:18])(=[O:13])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

4

Reactant 3

HCID 702EthanolHCID 24386Thionyl ChlorideHCID 41572202-(Octanoylamino)benzoic acid

Product 1

HCID 4179835ethyl N-n-octanoylanthranilateYield 89.2%

Procedure

Thionyl chloride was dropped to ethanol and the mixture was stirred for 2 hours. Then, N-n-octanoylanthranilic acid was added to the mixture and reaction was allowed to proceed for 3 days at the room temperature. After the reaction, the solvent was removed and ethyl N-n-octanoylanthranilate was obtained from the remaining reactant after the purification by column chromatography with the yield of 89.2 %.

Workup

  1. waitto proceed for 3 days at the room temperature
  2. customAfter the reaction
  3. customthe solvent was removed

Sources & evidence

ORD record
ord-6973f46854414d4d8229c43ebb702f0c
Source dataset
uspto-grants-1995_05
Patent number
US05413794

Linked notes

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