Ammonia → 2-(4-Fluorophenyl)-4-(4-chlorophenyl)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone

Participants

Role	Name	HCID	Charge
Reactant	Ammonia	HCID 222	—
Reactant	4-Fluoroiodobenzene	HCID 9605	—
Reactant	4-(4-chlorophenyl)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone	HCID 21934129	—
Product	2-(4-Fluorophenyl)-4-(4-chlorophenyl)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone	HCID 10343970	—

Reaction Steps

The title compound was prepared according to the method of Example 93, starting with 4-(4-chlorophenyl)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone in place of 4-(4-fluorophenyl)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone and substituting 1-fluoro-4-iodobenzene in place of 4-bromothioanisole (yield: 245 mg, 54%). mp 195–197° C. 1H NMR (300 MHz, CDCl3) δ 3.08 (s, 3H), 7.19 (m, 4H), 7.25 (m, 2H), 7.41 (d, J=9 Hz, 2H), 7.70 (m, 2H), 7.95 (d, J=9 Hz, 2H), 8.01 (s, 1H). MS (DCI/NH3) m/z 455 (M+H)+, 472 (M+NH4)+. Anal. calc. for C23H16ClFN2O3S: C, 60.78; H, 3.52; N, 6.17. Found: C, 60.81; H, 3.53; N, 5.93.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07115591B2
Source dataset	uspto-grants-2006_10
ORD ID	ord-228e4cffef954f468ec678b32f83df0e
Source note	uspto-grants-2006_10