Maleic Anhydride → HCID 86753066, compound

HRID 2392922Notes

Reaction equation

HRID 2392922 reaction equation
[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH:3]=[CH:2]1.[OH:8][CH:9]([CH2:20][N:21]([CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH3:42])[CH2:22][CH:23]([OH:34])[CH2:24][NH:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[CH2:10][NH:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19].[S:43]([O-:46])([O-:45])=[O:44].[Na+:47].[Na+]>C(Cl)(Cl)Cl.O>[C:4]([CH:3]([S:43]([O-:46])(=[O:45])=[O:44])[CH2:2][C:1](=[O:7])[N:25]([CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[CH2:24][CH:23]([OH:34])[CH2:22][N:21]([CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH3:42])[CH2:20][CH:9]([OH:8])[CH2:10][N:11]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[C:4](=[O:5])[CH2:3][CH:2]([C:1]([OH:6])=[O:7])[S:43]([O-:46])(=[O:45])=[O:44])([OH:6])=[O:5].[Na+:47].[Na+:47]

Participants

6

Reactant 3

HCID 7923Maleic AnhydrideHCID 24437Sodium SulfiteHCID 15405458HCID 15405458, compound

Product 1

HCID 86753066HCID 86753066, compoundYield 73.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 6212ChloroformSolvent

Procedure

A solution with 3.2 g (0.032 mole) of maleic anhydride dissolved in chloroform was added dropwise over 1 hour to 8 g (0.016 mole) of 11,15-dihydroxy-13-octyl-9,13,17-triazapentacosane in a reactor. The resultant mixture was heated to 50° C. and stirred for 6 hours. Thereafter, the solvent was distilled off under reduced pressure, and a solution with 6.0 g (0.048 mole) of sodium sulfite dissolved in 150 ml of water was added to the residue to react them at 60° C. for 7 hours. After completion of the reaction, the reaction mixture was added with 100 ml of additional water and adjusted to pH 7. The thus-adjusted reaction mixture was then desalted by electrodialysis and lyophilized, thereby obtaining 10.6 g (isolation yield: 71%) of sodium 1,15-dicarboxy-6,10-dihydroxy-3,13-dioxo-4,8,12-trioctyl-4,8,12-triaza-1,15-pentadecanedisulfonate.

Workup

  1. distillationThereafter, the solvent was distilled off under reduced pressure
  2. additionwas added to the residue
  3. customto react them at 60° C. for 7 hours
  4. customAfter completion of the reaction

Sources & evidence

ORD record
ord-dc80b9c439034913b03d30d1d49e17a2
Source dataset
uspto-grants-1998_09
Patent number
US05801270

Reaction notes

Loading…