Sodium Azide → HCID 15586834, compound

HRID 1982185Notes

Reaction equation

HRID 1982185 reaction equation
[C:1]([O:4][CH:5]1[CH:12]([O:13][C:14](=[O:16])[CH3:15])[CH:11]([O:17][C:18](=[O:20])[CH3:19])[C:10]2([CH2:22]I)[CH2:21][CH:6]1[NH:7][C:8](=[O:24])[O:9]2)(=[O:3])[CH3:2].[N-:25]=[N+:26]=[N-:27].[Na+]>CN(C)C=O>[C:1]([O:4][CH:5]1[CH:12]([O:13][C:14](=[O:16])[CH3:15])[CH:11]([O:17][C:18](=[O:20])[CH3:19])[C:10]2([CH2:22][N:25]=[N+:26]=[N-:27])[CH2:21][CH:6]1[NH:7][C:8](=[O:24])[O:9]2)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 133098166,7,8-Triacetoxy-1-iodomethyl-3-oxo-2-oxa-4-azabicyclo[3.3.1]nonane

Product 1

HCID 15586834HCID 15586834, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

6,7,8-Triacetoxy-1-iodomethyl-3-oxo-2-oxa-4-azabicyclo[3.3.1]nonane (as described in Example 2 of the Japanese Patent Application No. 144309/1981, pp. 39) (4.5 g) is dissolved in dimethylformamide (15 ml), and sodium azide (1.0 g) is added to the solution, followed by stirring under heating on a bath of the temperature of 130° to 140° C. for 2 hours. The reaction mixture is treated in the same manner as described under (a) of Reference Example mentioned above to produce crystalline 6,7,8-triacetoxy-1-azidomethyl-3-oxo-2-oxa-4-azabicyclo[3.3.1]nonane (3.2 g).

Workup

  1. temperatureunder heating on a bath of the temperature of 130° to 140° C. for 2 hours
  2. additionThe reaction mixture is treated in the same manner

Sources & evidence

ORD record
ord-d8cc2e112e134ca98748a92a55749593
Source dataset
uspto-grants-1986_06
Patent number
US04595678

Reaction notes

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