Water → 4-(1,3-dioxo-1,3-dihydroisoindol-2-ylmethyl)-N-(4-dipropylaminobutyl)benzenesulfonamide

HRID 1173860Notes

Reaction equation

HRID 1173860 reaction equation
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[N:3]1[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([S:19](Cl)(=[O:21])=[O:20])=[CH:15][CH:14]=1.[CH2:23]([N:26]([CH2:32][CH2:33][CH3:34])[CH2:27][CH2:28][CH2:29][CH2:30][NH2:31])[CH2:24][CH3:25].C(N(CC)CC)C.O>C(Cl)(Cl)Cl>[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[N:3]1[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([S:19]([NH:31][CH2:30][CH2:29][CH2:28][CH2:27][N:26]([CH2:32][CH2:33][CH3:34])[CH2:23][CH2:24][CH3:25])(=[O:21])=[O:20])=[CH:15][CH:14]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 7138396N,N-dipropylbutane-1,4-diamineHCID 210844074-[(1,3-Dioxoisoindolin-2-yl)methyl]-1-benzenesulfonyl Chloride

Product 1

HCID 669411664-(1,3-dioxo-1,3-dihydroisoindol-2-ylmethyl)-N-(4-dipropylaminobutyl)benzenesulfonamideYield 75.9%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The compound (150 mg) obtained in Example 24-2 was dissolved in chloroform (10 ml) and then added with the compound (131 mg) obtained in Example 1-2 and triethylamine (0.224 ml), followed by stirring at room temperature for 15 minutes. The solution was added with water and subjected to extraction. The organic layer was washed with saturated saline solution and then dried and concentrated with anhydrous sodium sulfate, thereby obtaining the subject compound (160 mg) as a colorless viscous liquid.

Workup

  1. extractionsubjected to extraction
  2. washThe organic layer was washed with saturated saline solution
  3. customdried
  4. concentrationconcentrated with anhydrous sodium sulfate

Sources & evidence

ORD record
ord-b699f343eb574650b3b59961222c4243
Source dataset
uspto-grants-2010_11
Patent number
US07833991B2

Reaction notes

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