Sodium Azide → HCID 19592600, compound

HRID 613574Notes

Reaction equation

HRID 613574 reaction equation
Cl[C:2]1[C:11]2[C:6](=[C:7]([NH:12][C:13](=[O:22])[C:14]3[C:19]([Cl:20])=[CH:18][CH:17]=[CH:16][C:15]=3[Cl:21])[CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1.[N-:23]=[N+:24]=[N-:25].[Na+]>CS(C)=O.O>[N:23]([C:2]1[C:11]2[C:6](=[C:7]([NH:12][C:13](=[O:22])[C:14]3[C:19]([Cl:20])=[CH:18][CH:17]=[CH:16][C:15]=3[Cl:21])[CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1)=[N+:24]=[N-:25]

Participants

5

Reactant 2

HCID 33557Sodium AzideHCID 195925644-Chloro-8-(2,6-dichlorobenzoylamino)quinoline

Product 1

HCID 19592600HCID 19592600, compoundYield 83.4%

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of 4-chloro-8-(2,6-dichlorobenzoylamino)quinoline (659 mg) in dimethyl sulfoxide (10 ml) was added sodium azide (487 mg), and the mixture was stirred at 90° C. for 8 hours. The mixture was diluted with water (20 ml), and the precipitate was filtered and washed with water to give 4-azido-8-(2,6-dichlorobenzoylamino)quinoline (560 mg) as white solid.

Workup

  1. filtrationthe precipitate was filtered
  2. washwashed with water

Sources & evidence

ORD record
ord-da92863de3334e0896c98595ba95dac9
Source dataset
uspto-grants-1999_12
Patent number
US06008230

Reaction notes

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