HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → 2-(5-nitro-2-thienyl)-1H-benzimidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 4-Chloronorephedrine | HCID 152661 | — |
| Reactant | 2-(5-nitro-2-thienyl)-1H-benzimidazole-4-carboxylic acid | HCID 66984477 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(5-nitro-2-thienyl)-1H-benzimidazole | HCID 14592772 | — |
| Product | N-(1-hydroxymethyl-2-p-nitrophenylhydroxyethyl)amide | HCID 86658971 | — |
Reaction Steps
1.0 g of 2-(5-nitro-2-thienyl)-1H-benzimidazole-4-carboxylic acid is added into 15 ml of thionyl chloride; and to heat and reflux it for 60 minutes. After end of the reaction, 2-amino-1-p-chlorophenyl-1-propanol (1.1 eq) is dissolved into tetrahydrofuran, and then drop acyl chloride to the above tetrahydrofuran mixture under stirring at the room temperature and then filter inorganic salt, evaporate the solvent to dry, and then isolate the mixture through column chromatography to obtain 2-(5-nitro-2-thienyl)-1H-benzimidazole-4-(N-(1-hydroxymethyl-2-p-nitrophenylhydroxyethyl)amide. The yield is about 92%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871946B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-693a29988b6646a79c5c0f451f916e7b |
| Source note | uspto-grants-2014_10 |