Hydrochloric Acid → Benzoic acid, 3-isothiocyanato-

温度

-10 °C

3-aminobenzoic acid (5.00 g, 36.5 mmol) was added to a methylene chloride solution (51 mL) of thiocarbonyldiimidazole (7.8 g, 43.8 mmol) and triethylamine (5.6 mL, 40.2 mmol) at an internal temperature of at most 5° C., followed by stirring at −10° C. for one hour. The mixture was dropped to a separately prepared mixed solution of concentrated hydrochloric acid (11.6 mL, 133.0 mmol) and n-heptane (51 mL) as that the internal temperature became from 20° C. to 30° C., followed by stirring for one hour as it was. Then, the mixture was stirred under cooling with ice for 2 hours, and the obtained colorless solid was collected by filtration, washed with water (20 mL) four times and dried under reduced pressure to obtain 3-isothiocyanatobenzoic acid as a creamy solid (6.01 g, yield: 93%, HPLC purity: 99.8%).

1. additionThe mixture was dropped to
2. customa separately prepared
3. custombecame from 20° C. to 30° C.
4. stirringby stirring for one hour as it
5. stirringThen, the mixture was stirred
6. temperatureunder cooling with ice for 2 hours
7. filtrationthe obtained colorless solid was collected by filtration
8. washwashed with water (20 mL) four times
9. customdried under reduced pressure

ORDレコード

ord-78236d238c1240e8b43b6e8c64cfb0f8

出典データセット

uspto-grants-2015_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09102602B2