Isatin → 1-butyl-1H-indole-2,3-dione

HRID 1523024Notes

Reaction equation

HRID 1523024 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].N1C2C(=CC=CC=2)C(=O)[C:16]1=O.BrCCCC>>[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][CH2:3][CH3:16]

Participants

4

Reactant 3

HCID 7054IsatinHCID 8002Butyl bromideHCID 16450901-propyl-1H-indole-2,3-dione

Product 1

HCID 15810521-butyl-1H-indole-2,3-dione

Procedure

Was made in an analogous fashion to 1-propylindoline-2,3-dione by reacting commercially available isatin (purchased from Fisher Scientific) with 1-bromo-butane (purchased from Fisher Scientific). 1H-NMR δ 7.68 (m, 2H), 7.11 (dd, 1H), 6.90 (d, 1H), 3.72 (t, 2H), 1.65 (q, 2H), 1.41 (m, 2H), 0.97 (t, 3H).

Sources & evidence

ORD record
ord-5d37996d619849e2abab46deac6823b5
Source dataset
uspto-grants-2015_07
Patent number
US09079853B2

Reaction notes

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