HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoic acid, 2-chloro-5-(chlorosulfonyl)- → h-NTPDase8-IN-1
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoic acid, 2-chloro-5-(chlorosulfonyl)- | HCID 67306 | — |
| Reactant | Cyclopropylamine | HCID 69828 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | h-NTPDase8-IN-1 | HCID 16768315 | 69.4% |
Reaction Steps
To a solution of 2-chloro-5-(chlorosulfonyl)benzoic acid (4.0 g, 15.68 mmol) in DCM (60 mL) was added cyclopropyl amine (1.8 g, 31.57 mmol) and the reaction mixture was stirred at RT for 16 h. The reaction mass was concentrated and the residue was diluted with ice cold water and acidified with dilute HCl. The crude solid was filtered off, washed with water and dried to afford 3.0 g of pure product. 1H NMR (300 MHz, DMSO d6): δ 0.37 (s, 2H), 0.49 (d, J=5.4 Hz, 2H), 2.12-2.13 (m, 1H), 7.82 (d, J=8.4 Hz, 1H), 7.91 (d, J=8.4 Hz, 1H), 8.13 (s, 1H), 8.18 (s, 1H), 13.92 (br s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09439890B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-57f2ee6e028a4bac873e0a391adb8b2d |
| Source note | uspto-grants-2016_09 |