M-Phenylenediamine → 2(1H)-Pyrazinone, 3-[(3-aminophenyl)amino]-5-bromo-1-methyl-

Participants

Role	Name	HCID	Charge
Reactant	M-Phenylenediamine	HCID 7935	—
Reactant	Triethylamine	HCID 8471	—
Reactant	3,5-Dibromo-1-methyl-1H-pyrazin-2-one	HCID 13062969	—
Solvent	Isopropanol	HCID 3776	—
Product	2(1H)-Pyrazinone, 3-[(3-aminophenyl)amino]-5-bromo-1-methyl-	HCID 86684404	81.3%

Reaction Conditions

Temperature	80 °C

Reaction Steps

To a solution of 3,5-dibromo-1-methylpyrazin-2(1H)-one (536 mg, 2.0 mmol) and benzene-1,3-diamine (324 mg, 3.0 mmol) in isopropanol (18 mL) was added triethylamine (2.8 mL). The reaction mixture was stirred at 80° C. overnight. Then the mixture was evaporated under reduced pressure to afford 219a (480 mg, 81%) as a white solid. MS-ESI: [M+H]+ 295.0

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09238655B2
Source dataset	uspto-grants-2016_01
ORD ID	ord-8c5da55b3f654c0d859c2d76b2d8a6ea
Source note	uspto-grants-2016_01