Hydrochloric Acid → N-(2,6-dichloro-4-cyanophenyl)acetamide

Step B (1): To a solution of 3,5-dichloro-4-amino-benzonitrile (187 mg, 1 mmol) in 4 mL of THF at room temperature was added 2.2 mL of 1.0 M NaHMDS in THF. The resulting reaction mixture was stirred at room temperature for 30 min, at which time acetyl chloride (3.1 mmol) was added. DCM (100 mL) and water (100 mL) were added to the reaction mixture after being stirred overnight, followed by the addition of 5 mL of a 1.4 N HCl aqueous solution. The layers were separated and the aqueous layer was extracted with DCM (2×100 mL). The extracts were combined and solvents were evaporated in vacuo. The residue was purified by HPLC to give 4-acetamido-3,5-dichloro-benzonitrile. MS (ESI) (M−H)+=227.05. 1H-NMR (300 MHz, CDCl3) δ 7.63 (s, 2 H), 2.21 (s, 3 H).

1. customThe resulting reaction mixture
2. additionwas added
3. customThe layers were separated
4. extractionthe aqueous layer was extracted with DCM (2×100 mL)
5. customsolvents were evaporated in vacuo
6. customThe residue was purified by HPLC

ORD-Eintrag

ord-26fe6ec0bd5b4872ba768de4f425f61c

Quelldatensatz

uspto-grants-2009_10

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07601751B2