Sodium Azide → 3-Dipropylamino-5-azidochroman

HRID 1440843Notes

Reaction equation

HRID 1440843 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, C.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-21cf64314194431c90b5ddb200d6dfc5
Source dataset
uspto-grants-1996_03
Patent number
US05500425

Reaction notes

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