Hydrochloric Acid → 1-Azido-4-iodobenzene
Reaction equation
[I:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.Cl.N([O-])=O.[Na+].[N-:14]=[N+:15]=[N-].[Na+]>O>[N:6]([C:5]1[CH:7]=[CH:8][C:2]([I:1])=[CH:3][CH:4]=1)=[N+:14]=[N-:15]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
6 g of p-iodoaniline was dispersed in a solution comprising 25 cc of water and 7.5 cc of 36% hydrochloric acid and cooled with ice. 2.1 g of sodium nitrite was dissolved in 13 ml of water and the resulting solution was added dropwise slowly to the dispersion to effect the diazotization reaction. A solution of 2.5 g of sodium azide in 18 ml of water was added dropwise thereto and, after stirring for one hour, the mixture was subjected to extraction with benzene. After the dehydration with sodium sulfate, benzene was evaporated to obtain p-azidoiodobenzene.
Workup
- temperaturecooled with ice
- additionthe resulting solution was added dropwise slowly to the dispersion
- customthe diazotization reaction
- extractionthe mixture was subjected to extraction with benzene
- customAfter the dehydration with sodium sulfate, benzene was evaporated
Sources & evidence
- ORD record
- ord-cba0623f2a0040fda27872ab8ad69c87
- Source dataset
- uspto-grants-1984_08
- Patent number
- US04465768
Reaction notes
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