Methanesulfonyl chloride → 2-Azidopropyl methanesulfonate

HRID 539530Notes

Reaction equation

HRID 539530 reaction equation
[N:1]([CH2:4][CH2:5]CO)=[N+:2]=[N-:3].S(Cl)(C)(=O)=O.[CH3:13][S:14]([O:17][CH2:18]CN=[N+]=[N-])(=[O:16])=[O:15]>>[CH3:13][S:14]([O:17][CH2:18][CH:4]([N:1]=[N+:2]=[N-:3])[CH3:5])(=[O:16])=[O:15]

Participants

4

Reactant 3

HCID 31297Methanesulfonyl chlorideHCID 109969743-Azidopropan-1-olHCID 112751972-Azidoethyl methanesulfonate

Product 1

HCID 893069592-Azidopropyl methanesulfonate

Procedure

Reaction of 3-azidopropanol (1.00 g, 9.90 mmol) and mesyl chloride (1.14 mL, 14.85 mmol) within 3 h as described for synthesis of 156a gave compound 156b (1.18 g) as a crude colorless oil.

Sources & evidence

ORD record
ord-38b5f3443f294edeb1f91eef8afdbc03
Source dataset
uspto-grants-2014_10
Patent number
US08871728B2

Reaction notes

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