Methanesulfonyl chloride → 2-Azidobutyl methanesulfonate

HRID 539531Notes

Reaction equation

[N:1]([CH2:4][CH2:5][CH2:6]CO)=[N+:2]=[N-:3].S(Cl)(C)(=O)=O.[CH3:14][S:15]([O:18][CH2:19]CN=[N+]=[N-])(=[O:17])=[O:16]>>[CH3:14][S:15]([O:18][CH2:19][CH:4]([N:1]=[N+:2]=[N-:3])[CH2:5][CH3:6])(=[O:17])=[O:16]

Participants

Reactant 3

HCID 31297Methanesulfonyl chloride

HCID 112751972-Azidoethyl methanesulfonate

HCID 122027904-AZIDOBUTAN-1-OL

Product 1

HCID 866750842-Azidobutyl methanesulfonate

Procedure

Reaction of 4-azidobutanol (0.80 g, 6.95 mmol) and mesyl chloride (1.48 mL, 10.43 mmol) within 3 h as described for synthesis of 156a gave compound 156c (1.33 g) as a crude colorless oil.

Sources & evidence

ORD record: ord-45285be625b4426283ae0b218e93bca0
Source dataset: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08871728B2

Reaction notes

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