HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopropanecarbonyl chloride → N-(4-chloro-3-nitrobenzyl)cyclopropanecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclopropanecarbonyl chloride | HCID 77637 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (4-Chloro-3-nitrobenzyl)amine hydrochloride | HCID 18796739 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-(4-chloro-3-nitrobenzyl)cyclopropanecarboxamide | HCID 90019905 | 50% |
Reaction Steps
The title compound was prepared by following the procedure as described in step-2 of Intermediate-30 by using (4-chloro-3-nitrophenyl)methanamine hydrochloride (0.700 g, 3.14 mmol), cyclopropylcarbonyl chloride (0.490 g, 4.71 mmol), DIPEA (3.0 mL) and THF (15 mL) to afford 0.400 g of desired product. 1H NMR (300 MHz, DMSO d6): δ 0.69 (d, J=6.0 Hz, 2H), 1.55-1.61 (m, 1H), 4.33 (d, J=6.0 Hz), 7.55 (d, J=7.8 Hz, 1H), 7.70 (d, J=8.4 Hz, 1H), 7.87 (s, 1H), 8.68 (br s, 1H); MS (m/z): 255.09 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09439890B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-a7db810ef4cf46b8915b4d4866ed3fd9 |
| Source note | uspto-grants-2016_09 |