Acetic Acid → HCID 69585623, compound

To 5-amino-2-chloro-benzoic acid methyl ester (14.0 g, 75.0 mmol) in water (100 mL) was added concentrated HCl (100 mL), followed by glacial acetic acid (100 mL). The solution was stirred at ambient temperature for 15 minutes. The reaction was then cooled to 0° C., and a solution of sodium nitrite (5.69, 82.5 mmol) in water (15 mL) was added dropwise over 30 minutes, maintaining the temperature at 0° C. The resulting reaction was stirred for 30 minutes at 0° C., then a solution of SnCl2.2H2O (50.8 g, 225 mmol) in concentrated HCl (100 mL) was added over 30 minutes, maintaining the temperature at 0° C. The slurry was stirred at 0° C. for 30 minutes, and the resulting precipitate collected by filtration, washed with water, followed by hexane. The solid was dried in a vacuum oven at 50° C. to give the title compound (16.3 g).

1. temperatureThe reaction was then cooled to 0° C.
2. temperaturemaintaining the temperature at 0° C
3. customThe resulting reaction
4. stirringwas stirred for 30 minutes at 0° C.
5. temperaturemaintaining the temperature at 0° C
6. stirringThe slurry was stirred at 0° C. for 30 minutes
7. filtrationthe resulting precipitate collected by filtration
8. washwashed with water
9. customThe solid was dried in a vacuum oven at 50° C.

ORD record

ord-6da8632a0fd04031988c99538c46b5f4

Source dataset

uspto-grants-2006_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07071223B1