1,3-Dihydro-N-nitro-1,3-dioxo-2H-isoindole-2-carboximidothioic acid Methyl Ester synthesis
- Product Name:1,3-Dihydro-N-nitro-1,3-dioxo-2H-isoindole-2-carboximidothioic acid Methyl Ester
- CAS Number:138149-96-9
- Molecular formula:C10H7N3O4S
- Molecular Weight:265.2453
Yield:138149-96-9 70%
Reaction Conditions:
with pyridine at 0; for 0.833333 h;
Steps:
methyl N-nitro-l,3-dioxo-isoindoline-2-carboximidothioate
To a solution of 2-methyl-l-nitroisothiourea (0.5 g, 3.7 mmol) in pyridine [110-86-1] (6.5 mL) was added dropwise O-phthaloyl dichloride [88-95-9] (0.80 mL, 5.55 mmol) at 0 °C over 20 minutes. On completion of addition the reaction was stirred at 0 °C for 30 minutes and poured into cold aqueous hydrochloric acid solution (5 mL of concentrated hydrochloric acid in 20 mL of water). The reaction mixture was filtered and the pale yellow solid was collected and recrystallized from EtOH to afford the title compound (0.76 g, 70%) as white needles. 6H (500 MHz, CD3OD) 8.05 - 7.98 (m, 2H), 7.97 - 7.92 (m, 2H), 2.6(s, 3H). LCMS [M+H]+ 265.95, RT 1.11 minutes, 90% purity (Method 6).
References:
WO2019/243550,2019,A1 Location in patent:Page/Page column 192