Chloroacetyl chloride → 5-Chloro-2-chloromethyl-3-(2-chlorophenyl)-3H-quinazolin-4-one

Participants

Role	Name	HCID	Charge
Reactant	Chloroacetyl chloride	HCID 6577	—
Reactant	2-amino-6-chloro-N-(2-chlorophenyl)benzamide	HCID 22316586	—
Solvent	Acetic Acid	HCID 176	—
Product	5-Chloro-2-chloromethyl-3-(2-chlorophenyl)-3H-quinazolin-4-one	HCID 22316571	65.4%

Reaction Steps

Prepared according to Procedure B with 1f (1.00 g, 3.56 mmol) and chloroacetyl chloride (0.85 mL, 10.7 mmol) in acetic acid (15 mL). Purified by recrystallization from isopropanol to afford 791 mg of an off-white crystalline solid (65%). 1H NMR (CDCl3) δ: 7.70 (s, 1H); 7.68 (d, J=3.8 Hz, 1H); 7.61-7.65 (m, 1H); 7.55 (dd, J=2.7, 6.4 Hz, 1H); 7.51 (d, J=3.1 Hz, 1H); 7.50 (s, 2H); 4.35 (d, J=12 Hz, 1H), 4.05 (d, J=12 Hz, 1H). MS (ES): m/z 339.0 (M+).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06667300B2
Source dataset	uspto-grants-2003_12
ORD ID	ord-7a7520ff437541dab5b3476c95ec3efe
Source note	uspto-grants-2003_12