HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → N-(2-aminopyrimidin-5-yl)-2-methyl-5-nitrobenzamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Pyrimidine-2,5-diamine | HCID 229075 | — |
| Edukt | 2-Methyl-5-nitrobenzoic acid | HCID 519683 | — |
| Lösungsmittel | Thionyl Chloride | HCID 24386 | — |
| Produkt | N-(2-aminopyrimidin-5-yl)-2-methyl-5-nitrobenzamide | HCID 16118604 | — |
Reaktionsschritte
2-methyl-5-nitrobenzoic acid (659 mg, 3.64 mmol) was heated to reflux in SOCl2 (6 mL) for 1 h. After cooling to room temperature and concentrating to dryness, the crude acid chloride was taken up in CH2Cl2 (25 mL). Pyrimidine-2,5-diamine 7 (400 mg, 3.64 mmol) was added to the solution and the mixture was allowed to stir at rt over night. The mixture became a thick white suspension. NEt3 (700 L, 4.73 mmol) was added. After 2 h, a thick white suspension remained. The mixture was filtered through a Buchner funnel and washed with copious amounts of CH2Cl2 to remove NEt3HCl salt, affording N-(2-aminopyrimidin-5-yl)-2-methyl-5-nitrobenzamide 8 as an off-white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08492404B2 |
| Quelldatensatz | uspto-grants-2013_07 |
| ORD ID | ord-ed21a3494afc44138dba256196849147 |
| Quellennotiz | uspto-grants-2013_07 |