HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-{4-[(5,5-Dioxido-2,3-dihydro-1H-pyrrolo[2,1-c][1,2,4]benzothiadiazin-7-yl)oxy]benzyl}-1,2,4-oxadiazole-5(4H)-thione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,1'-Thiocarbonyldiimidazole | HCID 80264 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | 2-{4-[(5,5-Dioxido-2,3-dihydro-1h-pyrrolo[2,1-c][1,2,4]benzothiadiazin-7-yl)oxy]phenyl}-n'-hydroxyethanimidamide | HCID 87871618 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 3-{4-[(5,5-Dioxido-2,3-dihydro-1H-pyrrolo[2,1-c][1,2,4]benzothiadiazin-7-yl)oxy]benzyl}-1,2,4-oxadiazole-5(4H)-thione | HCID 178527157 | — |
Reaction Steps
348 mg (1.95 mmol) of 1,1′-thiocarbonyldiimidazole and then 530 μl (3.516 mmol) of DBU are added to a suspension of the product obtained in Step A (330 mg, 0.85 mmol) in 8 ml of CH3CN. The reaction solution is stirred at ambient temperature overnight. 20 ml of 1N HCl are added; extraction (CH2Cl2), washing (saturated NaCl), drying (MgSO4) and evaporating to dryness are carried out. The title product is obtained in the form of a yellow wax which is used in the crude state in the following Step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07253162B2 |
| Source dataset | uspto-grants-2007_08 |
| ORD ID | ord-48032f630b6f4bc99aea3f064dd675c2 |
| Source note | uspto-grants-2007_08 |