Sodium Azide → 1-(3-azidopropyl)-N4-acetylcytosine

HRID 1896069Notes

Reaction equation

HRID 1896069 reaction equation
Cl[CH2:2][CH2:3][CH2:4][N:5]1[CH:15]=[CH:14][C:9]([NH:10][C:11](=[O:13])[CH3:12])=[N:8][C:6]1=[O:7].[N-:16]=[N+:17]=[N-:18].[Na+]>C(#N)C>[N:16]([CH2:2][CH2:3][CH2:4][N:5]1[CH:15]=[CH:14][C:9]([NH:10][C:11](=[O:13])[CH3:12])=[N:8][C:6]1=[O:7])=[N+:17]=[N-:18]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 581660611-(3-chloropropyl)-N4-acetylcytosine

Product 1

HCID 122127661-(3-azidopropyl)-N4-acetylcytosine

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 1-(3-chloropropyl)-N4-acetylcytosine and sodium azide in acetonitrile was refluxed for 24 hours, cooled to room temperature, and filtered. The crude product was purified by silica gel column chromatography and gave 1-(3-azidopropyl)-N4-acetylcytosine as a white solid.

Workup

  1. temperaturewas refluxed for 24 hours
  2. filtrationfiltered
  3. customThe crude product was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-22bed8918a904e0f99a56764c3d8cf7c
Source dataset
uspto-grants-2013_08
Patent number
US08518885B2

Reaction notes

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