N-tert-Butyl-1-(prop-2-en-1-yl)cyclopropane-1-sulfonamide → Cyclopropanesulfonamide, 1-(2-propenyl)- (9CI)

HRID 720243Notes

Reaction equation

HRID 720243 reaction equation
C([NH:5][S:6]([C:9]1([CH2:12][CH:13]=[CH2:14])[CH2:11][CH2:10]1)(=[O:8])=[O:7])(C)(C)C.CC1(S(N)(=O)=O)CC1>>[CH2:12]([C:9]1([S:6]([NH2:5])(=[O:8])=[O:7])[CH2:11][CH2:10]1)[CH:13]=[CH2:14]

Participants

3

Reactant 2

HCID 21889795N-tert-Butyl-1-(prop-2-en-1-yl)cyclopropane-1-sulfonamideHCID 218898141-Methylcyclopropane-1-sulfonamide

Product 1

HCID 21889825Cyclopropanesulfonamide, 1-(2-propenyl)- (9CI)Yield 40%

Procedure

Example 4,1-allylcyclopropylsulfonamide, was obtained in 40% yield from N-tert-butyl-(1-allyl)cyclopropylsulfonamide according to the procedure described in the synthesis of 1-Methylcyclopropylsulfonamide. The compound was purified by column chromotography over SiO2 using 2% MeOH in CH2Cl2 as the eluent: 1H NMR (CDCl3) δ 0.88 (m, 2H), 1.37 (m, 2H), 2.66 (d, J=7.0 Hz, 2H), 4.80 (s, 2H), 5.16 (m, 2H), 5.82 (m, 1H); 13C NMR (CDCl3) δ 11.2, 35.6, 40.7, 119.0, 133.6.

Workup

  1. customThe compound was purified by column chromotography over SiO2 using 2% MeOH in CH2Cl2 as the eluent

Sources & evidence

ORD record
ord-37f1b8d37884495da05565493fb6830c
Source dataset
uspto-grants-2006_11
Patent number
US07135462B2

Reaction notes

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