Methanol → 1-methoxycarbonylmethylquinoxaline-2,3(1H,4H)-dione

Participants

Role	Name	HCID	Charge
Reactant	Methanol	HCID 887	—
Reactant	Sulfuric Acid	HCID 1118	—
Reactant	2-(2,3-Dioxo-1,2,3,4-tetrahydroquinoxalin-1-yl)acetic acid	HCID 12938664	—
Solvent	Water	HCID 962	—
Product	1-methoxycarbonylmethylquinoxaline-2,3(1H,4H)-dione	HCID 12938665	21%

Reaction Conditions

Temperature	80 °C

Reaction Steps

A mixture of 1.0 g (4.5 mmol) 1-carboxymethylquinoxaline-2,3(1H,4H)-dione, 15 ml dry methanol and 0.2 ml concentrated sulfuric acid was stirred at 80° C. for 1 h. After cooling to 25° C. the reaction mixture was poured in water and made alkaline. The precipitate was filtered off and recrystallized (acetone) to give 0.22 g (21%) 1-methoxycarbonylmethylquinoxaline-2,3(1H,4H)-dione. M.p. 269° C. 1H-NMR (DMSO-d6): 12.0 (1H, broad s), 7.1 (4H, s), 4.9 (2H, s), 3.7 (3H, s).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US05026704
Source dataset	uspto-grants-1991_06
ORD ID	ord-24b9dfca1e2447f88ee920624a8b4b4a
Source note	uspto-grants-1991_06