HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropylamine → 6-bromo-N-isopropylbenzo[d]thiazol-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropylamine | HCID 6363 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 6-Bromo-2-chlorobenzothiazole | HCID 2049871 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-bromo-N-isopropylbenzo[d]thiazol-2-amine | HCID 77231509 | 64% |
Reaction Steps
A microwave reaction vial was charged with 6-bromo-2-chlorobenzo[d]thiazole (300 mg, 1.21 mmol), propan-2-amine (75 mg, 1.27 mmol), triethylamine (183 mg, 1.81 mmol) and 2.4 mL DMF. The vial was sealed, and the mixture was irradiated in the microwave for 20 min at 150° C. The reaction mixture was concentrated twice from toluene and purified by silica gel chromatography (0-50% 90/10 CH2Cl2/MeOH in CH2Cl2), which provided 6-bromo-N-isopropylbenzo[d]thiazol-2-amine (210 mg, 64%) as a white solid. MS (ESI pos. ion) m/z calc'd for C10H11BrN2S: 271.2/273.2. found 271.0/273.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07928140B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-107cb63ac376477090ebfc17cd677973 |
| Source note | uspto-grants-2011_04 |