Water → HCID 86736515, compound

HRID 261893Notes

Reaction equation

HRID 261893 reaction equation
[CH2:1]([CH:15]1[CH2:20][C:19](=O)[O:18][C:16]1=[S:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]CCC.[OH-:22].[Na+:23].[OH2:24]>CO>[CH2:19]([O:18][C:16](=[S:17])[CH2:2][CH2:1][C:15]([O-:24])=[O:22])[CH2:20][CH2:15][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].[Na+:23].[Na+:23].[CH2:19]([O:18][C:16](=[S:17])[CH2:3][CH2:4][C:5]([O-:24])=[O:22])[CH2:20][CH2:15][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 86736517HCID 86736517, compound

Product 1

HCID 86736515HCID 86736515, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

12.2 g n-tetradecylthiosuccinic anhydride prepared according to the method of Zienty et al. [J. Org. Chem. 27, 3144 (1962)] was dissolved in methanol. Then, 3.6 g of sodium hydroxide in 15 ml of water was added and the mixture stirred for one hour. The crystalline precipitate was filtered off, dissolved in 150 ml of hot water and decolorized with charcoal. The filtrate from the charcoal treatment was then concentrated in vacuo and poured into acetone to precipitate the disodium n-tetradecylthiosuccinate. After drying the product in a vacuum oven, the yield was 13.2 g (0.24% moisture). The structure of the product was confirmed by NMR analysis.

Workup

  1. filtrationThe crystalline precipitate was filtered off
  2. dissolutiondissolved in 150 ml of hot water
  3. concentrationThe filtrate from the charcoal treatment was then concentrated in vacuo
  4. additionpoured into acetone
  5. customto precipitate the disodium n-tetradecylthiosuccinate
  6. customAfter drying the product in a vacuum oven

Sources & evidence

ORD record
ord-f1f19180a42840cd8b62dbe9f82a7f32
Source dataset
uspto-grants-1979_05
Patent number
US04152515

Reaction notes

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