Triethylamine → 2,1,3-Benzothiadiazol-5-ylmethanol

Temperatur

0 °C

Benzo[1,2,5]thiadiazole-5-carboxylic acid (2.00 g, 11.11 mmol) was dissolved in tetrahydrofuran (50 mL) and cooled to 0° C. To this was added triethylamine (1.80 mL, 12.87 mmol) followed by isobutylchloroformate (1.62 mL, 12.40 mmol) in a dropwise manner. The resulting slurry was stirred for a further 30 minutes at 0° C. and then filtered into a mixture of sodium borohydride (0.83 g, 21.84 mol) in ice water (20 mL). The resulting mixture was stirred at 0° C. for 30 minutes, evaporated to one quarter of its volume and then extracted with dichloromethane (3×50 mL). The organic phases were combined and then dried over sodium sulfate. This was followed by concentration under reduced pressure to provide the desired product as a white solid which was used without further purification (1.50 g, 81%).

1. stirringThe resulting mixture was stirred at 0° C. for 30 minutes
2. customevaporated to one quarter of its volume
3. extractionextracted with dichloromethane (3×50 mL)
4. dry with materialdried over sodium sulfate
5. concentrationThis was followed by concentration under reduced pressure

ORD-Eintrag

ord-f3a903a32caa451dbf4ce808921e4c5a

Quelldatensatz

uspto-grants-2006_11

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07141564B2