1-Bromopropane → 5-Chloro-1-propylindoline-2,3-dione

HRID 1523019Notes

Reaction equation

HRID 1523019 reaction equation
[CH2:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6](=[O:13])[C:5]1=[O:14])[CH2:2][CH3:3].[Cl:15]C1C=C2C(=CC=1)NC(=O)C2=O.BrCCC>>[Cl:15][C:9]1[CH:8]=[C:7]2[C:12](=[CH:11][CH:10]=1)[N:4]([CH2:1][CH2:2][CH3:3])[C:5](=[O:14])[C:6]2=[O:13]

Participants

4

Reactant 3

HCID 78401-BromopropaneHCID 872035-chloro-1H-indole-2,3-dioneHCID 16450901-propyl-1H-indole-2,3-dione

Product 1

HCID 29882815-Chloro-1-propylindoline-2,3-dione

Procedure

Was prepared in an analogous manner to 1-propylindoline-2,3-dione using commercially available 5-chloroisatin (purchased from Fisher Scientific) and 1-bromo-propane (purchased from Fisher Scientific). 1H NMR δ 7.57 (m, 2H), 6.88 (d, 1H), 3.69 (t, 2H), 1.74 (m, 2H), 1.00 (t, 3H)

Sources & evidence

ORD record
ord-323984a0004545ef9894b63378841066
Source dataset
uspto-grants-2015_07
Patent number
US09079853B2

Reaction notes

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