Water → HCID 20482507, compound

HRID 1106175Notes

Reaction equation

HRID 1106175 reaction equation
[CH2:1]([S:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][NH:17][C:18]1[CH:26]=[CH:25][C:21]([C:22]([OH:24])=[O:23])=[CH:20][CH:19]=1)[CH2:2][CH2:3][CH3:4].I([O-])(=O)(=O)=[O:28].[Na+].[OH2:33]>CO>[CH2:1]([S:5]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][NH:17][C:18]1[CH:19]=[CH:20][C:21]([C:22]([OH:24])=[O:23])=[CH:25][CH:26]=1)(=[O:28])=[O:33])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 962WaterHCID 20482501HCID 20482501, compoundHCID 23667635Sodium periodate

Product 1

HCID 20482507HCID 20482507, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 3.8 g. of 4-[11-(n-butylthio)undecylamino]benzoic acid and 11 g. of sodium metaperiodate in 50 ml. of water and 200 ml. of methanol is stirred under reflux for 24 hours and filtered while hot. The filtrate was allowed to cool and then extracted with methylene chloride. The extract is dried over magnesium sulfate and evaporated to yield a solid. Recrystallization from acetone-chloroform affords the product as a white solid.

Workup

  1. additionA mixture of 3.8 g
  2. temperatureunder reflux for 24 hours
  3. filtrationfiltered while hot
  4. temperatureto cool
  5. extractionextracted with methylene chloride
  6. dry with materialThe extract is dried over magnesium sulfate
  7. customevaporated
  8. customto yield a solid
  9. customRecrystallization from acetone-chloroform

Sources & evidence

ORD record
ord-6f086b93370d49639b04a087b73d5b5b
Source dataset
uspto-grants-1982_01
Patent number
US04311846

Reaction notes

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