Tin tetrachloride → [2-(Trifluoromethoxy)phenyl]hydrazine--hydrogen chloride (1/1)

2-(Trifluoromethoxy)aniline (2.00 mL, 15.0 mmol) was cooled and conc hydrochloric acid (10 mL) added. After recooling to 0° C. a solution of the sodium nitrite (1.25 g, 18.0 mmol) in water (10 mL) was added dropwise. The reaction was stirred at the same temp for 30 min when tin chloride (8.53 g 45.0 mmol) in hydrochloric acid (10 mL) was added dropwise again keeping temp ca 0° C. The reaction was stored in a fridge overnight and then recooled to 0° C. The resulting solid was filtered off, washed with saturated NaCl (10 mL) and then ether:hexane 1:2 before drying to give a solid (2.36 g, 69%)

1. customAfter recooling to 0° C.
2. additionwas added dropwise
3. additionwas added dropwise again
4. customkeeping temp ca 0° C
5. customrecooled to 0° C
6. filtrationThe resulting solid was filtered off
7. washwashed with saturated NaCl (10 mL)
8. dry with materialether:hexane 1:2 before drying

ORD record

ord-15102d7301fc47488714024da665e08c

Source dataset

uspto-grants-2011_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08008279B2