Isatin → 1-(3-Diisopropylaminopropyl)isatin

HRID 868560Notes

Reaction equation

HRID 868560 reaction equation
[NH:1]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:4](=[O:5])[C:2]1=[O:3].Cl.[CH:13]([N:16]([CH:21]([CH3:23])[CH3:22])[CH2:17][CH2:18][CH2:19]Cl)([CH3:15])[CH3:14]>>[CH:13]([N:16]([CH:21]([CH3:23])[CH3:22])[CH2:17][CH2:18][CH2:19][N:1]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:4](=[O:5])[C:2]1=[O:3])([CH3:15])[CH3:14]

Participants

3

Reactant 2

HCID 7054IsatinHCID 197430953-Diisopropylaminopropyl chloride hydrochloride

Product 1

HCID 139344201-(3-Diisopropylaminopropyl)isatinYield 72.9%

Procedure

By using isatin and 3-diisopropylaminopropyl chloride hydrochloride, a method analogous to that described in Reference Example 1 was carried out, and the reaction product was purified with silica gel column chromatography (eluent: chloroform/methanol=50/1) and then recrystallized from hexane to obtain 1-(3-diisopropylaminopropyl)isatin having a melting point of 49°-50° C. (yield: 72.9%).

Workup

  1. customthe reaction product was purified with silica gel column chromatography (eluent: chloroform/methanol=50/1)
  2. customrecrystallized from hexane

Sources & evidence

ORD record
ord-17f06082b51d423c9d8188a986b8a5b2
Source dataset
uspto-grants-1988_10
Patent number
US04780477

Reaction notes

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