Sodium Azide → 6-(3-Azidopropoxy)carbostyril

HRID 1856748Notes

Reaction equation

HRID 1856748 reaction equation
Cl[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[NH:12][C:11](=[O:16])[CH:10]=[CH:9]2.[N-:17]=[N+:18]=[N-:19].[Na+]>CN(C)C=O>[N:17]([CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[NH:12][C:11](=[O:16])[CH:10]=[CH:9]2)=[N+:18]=[N-:19]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 142894806-(3-Chloropropoxy)carbostyril

Product 1

HCID 221326056-(3-Azidopropoxy)carbostyrilYield 97.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

A suspension of 6-(3-chloropropoxy)carbostyril (100 g) and sodium azide (33 g) in dimethylformamide is refluxed at 80° C. for 4 hours. After the mixture is allowed to cool, to the mixture is added ice-water, and the precipitated crystals are collected by filtration, washed with diethyl ether, and dried to give 6-(3-azidopropoxy)carbostyril (100 g) as a white powder.

Workup

  1. temperatureto cool, to the mixture
  2. filtrationthe precipitated crystals are collected by filtration
  3. washwashed with diethyl ether
  4. customdried

Sources & evidence

ORD record
ord-2ca5e81abc2e4b138cef66f3ed51cc9c
Source dataset
uspto-grants-2000_11
Patent number
US06143763

Reaction notes

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