Butyl bromide → 1-Butyl-5-chloroindoline-2,3-dione

HRID 1523031Notes

Reaction equation

C(N1C2[C:7](=[CH:8]C=CC=2)[C:6](=O)[C:5]1=O)CC.[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].BrCCCC>>[CH2:5]([N:21]1[C:22]2[C:18](=[CH:17][C:16]([Cl:15])=[CH:24][CH:23]=2)[C:19](=[O:26])[C:20]1=[O:25])[CH2:6][CH2:7][CH3:8]

Participants

Reactant 3

HCID 8002Butyl bromide

HCID 872035-chloro-1H-indole-2,3-dione

HCID 16450901-propyl-1H-indole-2,3-dione

Product 1

HCID 47368621-Butyl-5-chloroindoline-2,3-dione

Procedure

Was made in an analogous fashion to 1-propylindoline-2,3-dione from commercially available 5-chloro isatin (purchased from Fisher Scientific) and commercially available 1-bromo butane (purchased from Fisher Scientific). 1H NMR δ 7.57 (m, 2H), 6.87 (d, 1H), 3.72 (t, 2H), 1.69 (m, 2H), 1.43 (m, 2H), 0.99 (t, 3H).

Sources & evidence

ORD record: ord-9ce015255b9e4b5d8a1399bf3d3b0ea1
Source dataset: uspto-grants-2015_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09079853B2

Reaction notes

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