HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → 4-[4-(Methylamino)-3-nitrophenoxy]pyridine-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HOAt | HCID 181649 | — |
| Reactant | 4-[4-(Methylamino)-3-nitrophenoxy]pyridine-2-carboxylic acid | HCID 22040497 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-[4-(Methylamino)-3-nitrophenoxy]pyridine-2-carboxamide | HCID 59789982 | — |
Reaction Steps
To 4-[4-(methylamino)-3-nitrophenoxy]pyridine carboxylic acid in tetrahydro-furan was added EDC (2 eq) and HOAT (1.5 eq) and ammonium chloride (2 eq). The resulting mixture was stirred at ambient temperature for 16 h. The mixture was concentrated and partitioned between ethylacetate and water. A solid crashes out in the aqueous layer which was filtered and was found to be the product on LC/MS. The organic layer was then dried with sodium sulfate and concentrated. Purification on silica gel gave 4-[4-(methylamino)-3-nitrophenoxy]pyridine-2-carboxamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08299108B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-5d1ca246938449c18df57381e25f6e82 |
| Source note | uspto-grants-2012_10 |