Hydrochloric Acid → HCID 15892659, compound

Temperature

0 °C

A solution of sodium nitrite (0.11 g, 1.32 mmol) in water (1 mL) was added, dropwise, at 0° C., to a suspension of 4-ethyl-3-nitro-phenylamine (80%, 0.25 g, 1.20 mmol) in a mixture of concentrated hydrochloric acid (2 mL) and water (4 mL). The reaction mixture was stirred at 0° C. for 5 minutes and then urea (15 mg, 0.24 mmol) was added. The resulting mixture was stirred for 10 minutes and then was poured into a suspension of cuprous chloride (0.18 g, 1.8 mmol) in a mixture of concentrated hydrochloric acid (1.5 mL) and water (0.6 mL) at 80° C. The reaction mixture was stirred at 80° C. for 2 hours and then was extracted with ethyl acetate. The organic extracts were washed with an aqueous solution of sodium hydroxide (1 M) and water, dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure to give 200 mg (90% yield) of 4-chloro-1-ethyl-2-nitro-benzene as an oil.

1. stirringThe resulting mixture was stirred for 10 minutes
2. stirringThe reaction mixture was stirred at 80° C. for 2 hours
3. extractionwas extracted with ethyl acetate
4. washThe organic extracts were washed with an aqueous solution of sodium hydroxide (1 M) and water
5. dry with materialdried over anhydrous sodium sulfate
6. filtrationfiltered
7. customevaporated under reduced pressure

ORD record

ord-9638734ba2cb444582238cdd709a7eec

Source dataset

uspto-grants-2016_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09255110B2