Nitric Acid → 4-(2-bromoethyl)-6-nitro-2(1H)-quinolinone

HRID 2209973Notes

Reaction equation

HRID 2209973 reaction equation
[N+:1]([O-:4])(O)=[O:2].S(=O)(=O)(O)O.[Br:10][CH2:11][CH2:12][C:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[NH:16][C:15](=[O:23])[CH:14]=1>>[Br:10][CH2:11][CH2:12][C:13]1[C:22]2[C:17](=[CH:18][CH:19]=[C:20]([N+:1]([O-:4])=[O:2])[CH:21]=2)[NH:16][C:15](=[O:23])[CH:14]=1

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 134715054-(2-Bromoethyl)quinolin-2(1H)-one

Product 1

HCID 193797214-(2-bromoethyl)-6-nitro-2(1H)-quinolinone

Conditions

Temperature
45 °C

Procedure

To a mixture of nitric acid (60%) (21 ml) and concentrated sulfuric acid (14 ml) was added 4-(2-bromoethyl)-2(1H)-quinolinone (II-2) (3.5 g, 13.9 mmol) under ice-cooling and then the mixture was stirred at 45 ° C. (bath temperature) for 45 minutes.

Workup

  1. temperaturecooling

Sources & evidence

ORD record
ord-aeed1175122d4bd6a70bc7a0e7970c79
Source dataset
uspto-grants-1995_10
Patent number
US05457099

Reaction notes

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