6-Ethylthio-5-fluoroindole-2,3-dione → 6-Ethylthio-5-fluoroindole

HRID 844210Notes

Reaction equation

HRID 844210 reaction equation
[CH2:1]([S:3][C:4]1[CH:12]=[C:11]2[C:7]([C:8](=O)[C:9](=O)[NH:10]2)=[CH:6][C:5]=1[F:15])[CH3:2].ClC1C=C(F)C=C2C=1NC=C2>>[CH2:1]([S:3][C:4]1[CH:12]=[C:11]2[C:7]([CH:8]=[CH:9][NH:10]2)=[CH:6][C:5]=1[F:15])[CH3:2]

Participants

3

Reactant 2

HCID 226127096-Ethylthio-5-fluoroindole-2,3-dioneHCID 226127407-chloro-5-fluoro-1H-indole

Product 1

HCID 226127166-Ethylthio-5-fluoroindole

Procedure

6-Ethylthio-5-fluoroindole was prepared from 6-ethylthio-5-fluoroindole-2,3-dione according to the method described in the synthesis of 7-chloro-5-fluoroindole as a pale green oil (0.49 g, 23%): IR νmax (film)/cm−1 3426, 2969, 2927, 1565, 1471, 1454, 1307, 1140 and 1101; NMR δH (400 MHz, CDCl3) 1.26 (3H, t, J 7.5), 2.91 (2H, q, J 7.5 Hz), 6.48-6.51 (1H, m), 7.23 (1H, t, J 2.5 Hz), 7.31 (1H, d, J 10.0 Hz), 7.46 (1H, d, J 6.0 Hz), 8.01-8.25 (1H, brm).

Sources & evidence

ORD record
ord-87341e3f2b9a4771b5c684eb516c7c95
Source dataset
uspto-grants-2002_04
Patent number
US06380238B1

Reaction notes

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