Sodium Azide → 3-Dipropylamino-5-azidochroman

HRID 266620Notes

Reaction equation

HRID 266620 reaction equation
[CH2:1]([N:4]([CH2:16][CH2:17][CH3:18])[CH:5]1[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][C:12]=2[NH2:15])[O:7][CH2:6]1)[CH2:2][CH3:3].[N-:19]=[N+:20]=[N-].[Na+]>O>[CH2:16]([N:4]([CH2:1][CH2:2][CH3:3])[CH:5]1[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][C:12]=2[N:15]=[N+:19]=[N-:20])[O:7][CH2:6]1)[CH2:17][CH3:18]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 190281333-Dipropylamino-5-aminochroman

Product 1

HCID 190281943-Dipropylamino-5-azidochroman

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3-Dipropylamino-5-aminochroman (Example 14; 0.050 g, 0.20 mmol) was diazotized according to the procedure of Example 15. After stirring for 15 minutes, sodium azide (0.026 g, 0.4 mmol) in water (1.0 ml) was added. After stirring at 5° C. overninght the solution was worked-up and purified according to the procedure of Example 15 to give the title compound. Mp 167°-168° C. (oxalate).

Workup

  1. stirringAfter stirring at 5° C. overninght the solution
  2. custompurified

Sources & evidence

ORD record
ord-b00b5b8dd31546b78158af96cb163965
Source dataset
uspto-grants-1997_07
Patent number
US05650524

Reaction notes

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