Реакция #6919

Уравнение реакции

4-fluoro-5-iodo-isatoic anhydride

formamidine acetate

→

title compound

Выход 91.2%

4-Hydroxy-6-iodo-7-fluoroquinazoline

Выход 91.2%

Растворители

Dimethylformamide

Условия реакции

Обработка

1. 1
   Другоеfitted with a magnetic stir bar
2. 2
   Температураto cool
3. 3
   Концентрированиеby concentrating the reaction mixture to one third its original volume
4. 4
   Другоеon the rotary evaporator
5. 5
   workup.ADDITIONThe resulting mixture was poured onto 3 litres of ice water
6. 6
   ДругоеThe resulting precipitated solid
7. 7
   Фильтрацияwas collected by suction filtration
8. 8
   ПромывкаThe solid was washed with an additional one litre of distilled water
9. 9
   ДругоеThe resulting solid was dried under vacuum at 70° C.

Методика

Dimethylformamide (0.5 litres), 4-fluoro-5-iodo-isatoic anhydride (45 grams, 147 mmoles), and formamidine acetate (45.92 grams, 441 mmoles), were combined in a one litre one-neck flask fitted with a magnetic stir bar. The mixture was placed under anhydrous nitrogen and heated at 110° C. for 6 hours. The mixture was allowed to cool, followed by concentrating the reaction mixture to one third its original volume on the rotary evaporator. The resulting mixture was poured onto 3 litres of ice water. The resulting precipitated solid was collected by suction filtration. The solid was washed with an additional one litre of distilled water. The resulting solid was dried under vacuum at 70° C. to yield 38.9 grams (91%) of the title compound. 1H NMR (400 MHz, DMSO-d6) δ: 12.43(s, 1H), 8.46(d, 1H), 8.12(s, 1H), 7.49(d, 1H). ESI-MS m/z 291 (M+1).

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