HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chlorobenzothiazole → HCID 24804238, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chlorobenzothiazole | HCID 11987 | — |
| Reactant | HCID 57553399 | HCID 57553399 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 24804238 | HCID 24804238 | 29.1% |
Reaction Conditions
| Temperature | 160 °C |
|---|
Reaction Steps
A mixture of 2-chloro-1,3-benzothiazole (38 μL, 0.31 mmol), 5-(trimethylstannyl)pyridine-2-carboxamide (97 mg, 0.34 mmol) and Pd(PPh3)4 (35 mg, 0.03 mmol) in dry dioxane (2 mL) was heated under argon to 160° C. for 30 min in a microwave reactor. The precipitate was filtered off. Flash chromatography (DCM/MeOH 99:1→DCM/Acetone 1:1) gave the title compound (23 mg) as a white solid. 1H NMR δ 9.31 (dd, 1H) 8.63 (dd, 1H) 8.27 (br s, 1H) 8.26-8.19 (m, 2H) 8.16 (d, 1H) 7.83 (br s, 1H) 7.64-7.59 (m, 1H) 7.57-7.52 (m, 1H); MS m/z (M+H) 256.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08163928B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-299ecfbc39d14a0ab391cab504964aa6 |
| Source note | uspto-grants-2012_04 |