反应详情

N-tert-butyl-3-(2-furfurylamino-4-chloro-5-methylsulfonylbenzoyloxy)crotonamide (4.69 g.; 0.01 mole) and unsymmetrical-dimethylhydrazine (1.20 g.; 0.02 mole) are added to acetonitrile. The reaction mixture is refluxed with stirring for 24 hours. Additional unsymmetrical-dimethylhyrazine (1.20 g.; 0.02 mole) is added, and refluxing is continued for an additional 24 hours. The acetonitrile is removed under reduced pressure, and the dark residue is triturated with isopropyl alcohol. The tan colored solid which crystallizes is collected and dried, yield 2.4 g. (64%), m.p. 90° -104° C. Several recrystallizations from butyl chloride followed by a recrystallization from benzene yields 2-furfurylamino-4-chloro-5-methylsulfonylbenzoic acid 2,2-dimethylhydrazide in the form of a white solid, m.p. 169.5°-171° C.

1. temperatureThe reaction mixture is refluxed
2. temperaturerefluxing
3. waitis continued for an additional 24 hours
4. customThe acetonitrile is removed under reduced pressure
5. customthe dark residue is triturated with isopropyl alcohol
6. customThe tan colored solid which crystallizes
7. customis collected
8. customdried
9. customSeveral recrystallizations from butyl chloride
10. customfollowed by a recrystallization from benzene