تفاعل #2286300
ord-36cfd63f35184d3bb2ebbe46f72f409a
معادلة التفاعل
المتفاعلات
الكواشف
المذيبات
ظروف التفاعل
المعالجة
- 1درجة الحرارةThe reaction mixture was cooled to room temperature
- 2تركيزwas concentrated under vacuum
- 3workup.ADDITIONThe resulting solid was diluted with water (50 mL)
- 4workup.ADDITIONThe mixture was made acidic to pH=3 by the addition of glacial acetic acid
- 5ترشيحThe solids were filtered
- 6غسيلrinsed well with water
- 7أخرىdried on the funnel
- 8درجة الحرارةmethyl tert-butyl ether: hexanes (3 mL) and then was heated to reflux
- 9درجة الحرارةThe mixture was cooled
- 10ترشيحfiltered
- 11ترشيحfiltered
- 12أخرىThe resulting pure solid was dried under high vacuum for 24 h
- 13أخرىdried in a vacuum oven at 80° C. for 24 h
الإجراء التجريبي
A mixture of glacial acetic acid (55 mL), sodium acetate (1.2 g, 14.7 mmol) and N-[3,5-dichloro-4-(6-chloro-5-isopropyl-pyridazin-3-yloxy)-phenyl]-oxalamic acid (28) (1.7 g, 4.2 mmol) was heated to 100° C. for 24 h. The reaction mixture was cooled to room temperature and was concentrated under vacuum. The resulting solid was diluted with water (50 mL). The mixture was made acidic to pH=3 by the addition of glacial acetic acid. The solids were filtered and rinsed well with water and dried on the funnel. The solid was slurried in 1:1:2 isopropyl acetate: methyl tert-butyl ether: hexanes (3 mL) and then was heated to reflux. The mixture was cooled and filtered. A slight amount of impurity was detected by TLC. The solid was slurried in isopropyl acetate (10 mL) and filtered. The resulting pure solid was dried under high vacuum for 24 h and then dried in a vacuum oven at 80° C. for 24 h to afford N-[3,5-dichloro-4-(5-isopropyl-6-oxo-1,6-dihydro-pyridazin-3-yloxy)-phenyl]-oxalamic acid (29) (0.91 g, 56%) as a white solid; EI(+)-HRMS m/z calcd for C15H13Cl2N3O5 (M+H) 386.0305, found 386.0308. Molecular Weight=386.1940; Exact Mass=385.0232