4-Toluenesulfonyl chloride → 3-(3,5-Dichlorophenyl)propylazide

HRID 247426Notes

Reaction equation

HRID 247426 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:9][CH2:10][CH2:11]O)[CH:5]=[C:6]([Cl:8])[CH:7]=1.S(Cl)(C1C=CC(C)=CC=1)(=O)=O.[N-:24]=[N+:25]=[N-:26].[Na+]>>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:9][CH2:10][CH2:11][N:24]=[N+:25]=[N-:26])[CH:5]=[C:6]([Cl:8])[CH:7]=1

Participants

4

Reactant 3

HCID 73974-Toluenesulfonyl chlorideHCID 33557Sodium AzideHCID 145813153,5-Dichlorobenzenepropanol

Product 1

HCID 145813163-(3,5-Dichlorophenyl)propylazideYield 98%

Procedure

3-(3,5-Dichlorophenyl)propanol (0.052 mol), tosyl chloride (0.104 mol) and sodium azide (0.104 mol) were reacted substantially as described in Example 7E to obtain 11.7 g (98%) of an oily product.

Sources & evidence

ORD record
ord-59b841bb6a87493696afd72622dd73ea
Source dataset
uspto-grants-1987_11
Patent number
US04707488

Reaction notes

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