Sodium Azide → HCID 13338731, compound

HRID 2417847Notes

Reaction equation

HRID 2417847 reaction equation
Br[CH:2]1[CH2:10][CH2:9][CH2:8][CH2:7][C:6]2[CH:11]=[CH:12][CH:13]=[CH:14][C:5]=2[NH:4][C:3]1=[O:15].[N-:16]=[N+:17]=[N-:18].[Na+]>CS(C)=O>[N:16]([CH:2]1[CH2:10][CH2:9][CH2:8][CH2:7][C:6]2[CH:11]=[CH:12][CH:13]=[CH:14][C:5]=2[NH:4][C:3]1=[O:15])=[N+:17]=[N-:18]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 13338730HCID 13338730, compound

Product 1

HCID 13338731HCID 13338731, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A solution of 3-bromo-1,3,4,5,6,7-hexahydro-1-benzazonin-2-one (14.2 g) and sodium azide (7.1 g) in dimethylsulfoxide (400 ml) is maintained at 80° C. under an atmosphere of nitrogen for 3 hours. The reaction mixture is poured into ice/water (1200 ml) and the suspension is stirred for 30 minutes. The solid is filtered off, washed with water (300 ml) and dried to give 3-azido-1,3,4,5,6,7-hexahydro-1-benzazonin-2-one.

Workup

  1. filtrationThe solid is filtered off
  2. washwashed with water (300 ml)
  3. customdried

Sources & evidence

ORD record
ord-9434da03793e4b999c5632ae273bfdee
Source dataset
uspto-grants-1984_09
Patent number
US04470988

Reaction notes

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