Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2,3-Diaminotoluene | HCID 17593 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 4-Methyl-2,1,3-benzothiadiazole | HCID 2781262 | 90.7% |
Reaction Steps
To a solution of 2,3-diaminotoluene (5.0 g, 40.9 mmol) in pyridine (40 mL) at 0° C. was added thionyl chloride (7.0 mL, 98.2 mmol) dropwise. The reaction mixture was stirred at 0° C. for 30 mins, then water (200 mL) was added. The solution was extracted with dicholomethane (2×250 mL). The combined organic layers were washed with brine, dried over Na2SO4 and concentrated in vacuo to give compound 839A (5.57 g) as a dark brown liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07470797B2 |
|---|
| Source dataset | uspto-grants-2008_12 |
|---|
| ORD ID | ord-d382aca9231b46db8d1fea9dae7b57cb |
|---|
| Source note | uspto-grants-2008_12 |
|---|