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

Participants

Role	Name	HCID	Charge
Reactant	Ammonia	HCID 222	—
Reactant	4-Bromo-1,2-difluorobenzene	HCID 67675	—
Reactant	4-(4-chlorophenyl)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone	HCID 21934129	—
Solvent	Water	HCID 962	—
Product	2-(3,4-Difluorophenyl)-4-(4-chlorophenyl)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone	HCID 10479961	—

Reaction Steps

The title compound was prepared according to 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-bromo-3,4-difluorobenzene in place of 4-bromothioanisole (yield: 310 mg, 65.7%). mp 187-188° C. 1H NMR (300 MHz, CDCl3) δ 3.09 (s, 3H), 7.18 (d, J=9 Hz, 2H), 7.29 (m, 3H), 7.41 (d, J=9 Hz, 2H), 7.52 (m, 1H), 7.65 (m, 1H), 7.92 (d, J=9 Hz, 2H), 8.01 (s, 1H). MS (DCI/NH3) m/z 473 (M+H)+, 490 (M+NH4)+. Anal. calc. for C23H15ClF2N2O3S.0.5 H2O: C, 57.38; H, 3.33; N, 5.82. Found: C, 57.44; H, 3.38; N, 5.52.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06307047B1
Source dataset	uspto-grants-2001_10
ORD ID	ord-77bf449fcaea4f7cacee391b6ebf3144
Source note	uspto-grants-2001_10