Triethylamine → N-cyclopropyl-2-oxooxazolidine-3-sulfonamide

To a solution of bromoethanol (1 g, 8.06 mmol) in DCM was added chloro sulfonyl isocyanate (1.13 g, 8.06 mmol) in DCM and this solution added over 2 min, dropwise, to cyclopropyl amine (0.552 g, 0.009 mmol) and triethylamine (1 ml, 0.007 mmol) in DCM and stirred at RT for 1 h. The mixture was quenched with 0.2 M HCl solution and extracted with DCM (3×150 ml). The combined organic layer was washed with water, brine and dried over sodium sulphate. The solvent was distilled off to afford the product in 48% yield (0.8 g). 1H NMR (400 MHz, DMSO-d6): δ 8.15-8.14 (d, 1H), 4.42 (t, 2H), 3.70 (t, 2H), 2.35 (m, 1H), 0.58-0.53 (m, 4H).

1. additionthis solution added over 2 min
2. customThe mixture was quenched with 0.2 M HCl solution
3. extractionextracted with DCM (3×150 ml)
4. washThe combined organic layer was washed with water, brine
5. dry with materialdried over sodium sulphate
6. distillationThe solvent was distilled off
7. customto afford the product in 48% yield (0.8 g)

ORD 기록

ord-e4a97856d825493392efda217da6f8e0

출처 데이터셋

uspto-grants-2016_09

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US09447091B2