HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Chloro-2-methylaniline → HCID 90229388, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Chloro-2-methylaniline | HCID 6894 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | HCID 90229440 | HCID 90229440 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran ethyl acetate | HCID 21939870 | — |
| Product | HCID 90229388 | HCID 90229388 | — |
Reaction Steps
To a solution of 2-(dimethylamino)-6-nitro-1H-benzimidazole-4-carboxylic acid (520 mg) and HBTU (1.03 g) in DMF (6 mL), were added N,N-diisopropylethylamine (942 μL) and 3-chloro-2-methylaniline (323 μl), and the mixture was stirred at room temperature for 15 hours. The reaction mixture was diluted with ethyl acetate-THF (1:1), washed with brine, and the organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was washed with MeOH to obtain the titled compound (650 mg) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09216968B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-aaed48bacf8f405bb2715f0c76392623 |
| Source note | uspto-grants-2015_12 |