HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → Methyl 3-chloro-5-(chlorocarbonyl)-1H-pyrrole-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 4-Chloro-5-[(methyloxy)carbonyl]-1H-pyrrole-2-carboxylic acid | HCID 68486007 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 3-chloro-5-(chlorocarbonyl)-1H-pyrrole-2-carboxylate | HCID 86644903 | — |
Reaction Steps
Oxalyl chloride (0.430 mL, 4.91 mmol) was added to a solution of 4-chloro-5-[(methyloxy)carbonyl]-1H-pyrrole-2-carboxylic acid (0.500 g, 2.45 mmol) in DCM (50 mL). DMF (9.51 μl, 0.123 mmol) was added to the reaction mixture and the resulting suspension was stirred overnight. The solvent was evaporated to afford the title compound as a crude product (0.804 g) which was used with no further purification. 1H NMR (400 MHz, CDCl3) δ ppm 11.02 (s, 1H), 7.11 (d, 1H), 3.97 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08304419B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-c85082ad817640dca3439079bacee753 |
| Source note | uspto-grants-2012_11 |