HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 1-Methyl-1H-benzimidazole-5-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 4-(Methylamino)-3-nitrobenzoic acid | HCID 283475 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Product | 1-Methyl-1H-benzimidazole-5-carboxylic acid | HCID 4913063 | — |
Reaction Steps
25.0 g of 4-methylamino-3-nitrobenzoic acid, dissolved in 200 ml DMF, are hydrogenated for 5 hours at a hydrogen pressure of 30 psi with the addition of 2.5 g of palladium on activated charcoal (10%). The catalyst is suction filtered and the solvent is distilled off. The residue is stirred with diethyl ether, suction filtered and dried. The crude product thus obtained (19.7 g) is refluxed for 2 hours in 250 ml formic acid. After the solvent has been distilled off the residue is stirred with diethyl ether, suction filtered and dried.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07148249B2 |
| Source dataset | uspto-grants-2006_12 |
| ORD ID | ord-8717d5d8a84f4693bc5a048cf907170e |
| Source note | uspto-grants-2006_12 |