HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → [1,2,4]thiadiazolo[3,4-b]quinazolin-5(1H)-one 2,2-dioxide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Isatoic Anhydride | HCID 8359 | — |
| Reactant | methyl N'-(chloromethylsulfonyl)carbamimidothioate | HCID 178504066 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Product | [1,2,4]thiadiazolo[3,4-b]quinazolin-5(1H)-one 2,2-dioxide | HCID 135740305 | — |
Reaction Steps
To a stirred slurry of isatoic anhydride (3.10 g, 19 mmol) and S-methyl-N-(chloromethanesulfonyl)isothiourea (3.85 g, 19 mmol) in acetonitrile (30 ml) under nitrogen is added 4-(N,N-dimethylamino)pyridine (2.32 g, 19 mmol). The mixture is refluxed under nitrogen for 16 hr, concentrated, then worked up as in Example 4 above. Recrystallization from DMF provided the title compound as a white solid, mp >300° C. (1.32 g, 29%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04904667 |
| Source dataset | uspto-grants-1990_02 |
| ORD ID | ord-a5279b57572f4b76995946eb087f0bc7 |
| Source note | uspto-grants-1990_02 |