Methanesulfonyl chloride → N-(3-bromopropyl)methanesulfonamide

To a cooled solution of 2-bromopropylamine hydrobromide (43.8 g., 0.20 mole) in pyridine (100 ml.) was added over a period of 40 minutes methanesulfonyl chloride (15.2 ml., 0.20 mole). The reaction mixture was stirred for 15 minutes and then diluted with ether. The remaining solid was filtered off, washed with about 200 ml. of acetone. The filtrate and washes were concentrated in vacuo. The residue was extracted with three 100 ml. portions of acetone. Upon evaporation of the acetone, 30.4 g. of a thick oil representing the title compound. The product was confirmed by infrared analysis and nuclear magnetic resonance.

1. filtrationThe remaining solid was filtered off
2. washwashed with about 200 ml
3. concentrationThe filtrate and washes were concentrated in vacuo
4. extractionThe residue was extracted with three 100 ml
5. customUpon evaporation of the acetone, 30.4 g

ORD record

ord-02dfdb0a437d48239751e313a39f518d

Source dataset

uspto-grants-1977_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04021229