5-chloro-1H-indole-2,3-dione → 5-Chloro-1-(3-morpholinopropyl)indoline-2,3-dione

HRID 1523043Notes

Reaction equation

HRID 1523043 reaction equation
[CH2:1]([N:4]1[C:12]2C(=CC=[CH:10][CH:11]=2)[C:6](=[O:13])[C:5]1=O)[CH2:2]C.[Cl:15][C:16]1[CH:17]=[C:18]2[C:22](=[CH:23][CH:24]=1)[NH:21][C:20](=[O:25])[C:19]2=[O:26].BrCCCN1CCOCC1>>[Cl:15][C:16]1[CH:17]=[C:18]2[C:22](=[CH:23][CH:24]=1)[N:21]([CH2:10][CH2:11][CH2:12][N:4]1[CH2:1][CH2:2][O:13][CH2:6][CH2:5]1)[C:20](=[O:25])[C:19]2=[O:26]

Participants

4

Reactant 3

HCID 872035-chloro-1H-indole-2,3-dioneHCID 16450901-propyl-1H-indole-2,3-dioneHCID 130340484-(3-Bromopropyl)morpholine

Product 1

HCID 904174465-Chloro-1-(3-morpholinopropyl)indoline-2,3-dione

Procedure

This compound was prepared in a similar method as 1-propylindoline-2,3-dione by reacting commercially available 5-chloro isatin (purchase from Fisher Scientific) with the 4-(3-bromopropyl)morpholine. 1H NMR δ 7.57 (m, 2H), 6.98 (d, 1H), 3.82 (t, 2H), 3.64 (m, 4H), 2.41 (m, 6H), 1.87 (m, 2H).

Sources & evidence

ORD record
ord-245acbc923f14820bdb9123a1209210e
Source dataset
uspto-grants-2015_07
Patent number
US09079853B2

Reaction notes

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