Water → N1-(benzo[d]isothiazol-3-yl)ethane-1,2-diamine

Temperature

80 °C

Ethylenediamine (45 mL) was heated to 80° C. A room temperature solution of 3-chlorobenzo[d]isothiazole (12 g, 70.7 mmol) in ethylenediamine (5 mL) was added to the heated ethylenediamine dropwise. The resulting solution was heated at 80° C. for 3 h. The reaction mixture was cooled to room temperature and water (75 mL) was added. The aqueous mixture was extracted with ethyl acetate twice and the ethyl acetate layers were separated. The combined organic layers were dried over anhydrous sodium sulfate, filtered and the filtrate concentrated under reduced pressure to yield N1-(benzo[d]isothiazol-3-yl)ethane-1,2-diamine as a light yellow solid (8 g).

1. temperatureThe reaction mixture was cooled to room temperature
2. extractionThe aqueous mixture was extracted with ethyl acetate twice
3. customthe ethyl acetate layers were separated
4. dry with materialThe combined organic layers were dried over anhydrous sodium sulfate
5. filtrationfiltered
6. concentrationthe filtrate concentrated under reduced pressure

ORD record

ord-9083e520a2114028914942a258088a4f

Source dataset

uspto-grants-2010_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07776847B2