HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 7,8-Dimethoxy-1H-1,2,4-thiadiazolo[3,4-b]quinazolin-5-one-2,2-dioxide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,5-Diazabicyclo(4.3.0)non-5-ene | HCID 76349 | — |
| Reactant | 6,7-Dimethoxy-2H-3,1-benzoxazine-2,4(1H)-dione | HCID 2758423 | — |
| Reactant | methyl N'-(chloromethylsulfonyl)carbamimidothioate | HCID 178504066 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 7,8-Dimethoxy-1H-1,2,4-thiadiazolo[3,4-b]quinazolin-5-one-2,2-dioxide | HCID 135740307 | — |
Reaction Steps
To a stirred slurry of 4,5-dimethoxyisatoic anhydride (4.46 g, 20 mmol) and S-methyl-N-(chloromethanesulfonyl)isothiourea (4.06 g, 20 mmol) in dioxane (30 ml) is added 1,5-diazabicyclo[4.3.0]non-5-ene (2.5 ml). The mixture is refluxed for 4 hr under nitrogen, then cooled and poured into 0.3N aqueous hydrochloric acid. The precipitate is collected by filtration and recrystallized from DMSO to provide the title compound as a light yellow solid, mp >300° C. (445 mg, 7.5%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04904667 |
| Source dataset | uspto-grants-1990_02 |
| ORD ID | ord-30dbeb41829a448a82c826ac282936ef |
| Source note | uspto-grants-1990_02 |