Sodium Azide → 3-Dipropylamino-5-azidochroman

HRID 37653Notes

Reaction equation

HRID 37653 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. overnight 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. overnight the solution
  2. custompurified

Sources & evidence

ORD record
ord-9d62df4c1dfc4a4289e7da132e98cffa
Source dataset
uspto-grants-1995_05
Patent number
US05420151

Reaction notes

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