Benzoyl chloride → Benzoic acid, m-bromo-, benzoylhydrazide

Subsequently, 5.0 g (23 mmol) of 3-bromobenzohydrazine obtained in (i) above was put in a 300-mL three-neck flask, 10 mL of N-methyl-2-pyrrolidone was added therein, and the mixture was stirred. Thereafter, a mixed solution of 10 mL of N-methyl-2-pyrrolidone and 3.2 mL (28 mmol) of benzoyl chloride was dripped to the above mixture through a 50-mL dropping funnel. After the dripping, the mixture was heated and stirred at 80° C. for 3 hours so as to be reacted. After the reaction, water was added to the reaction solution, and a solid was precipitated. The precipitated solid was collected by suction filtration to obtain another solid. The obtained solid was washed with approximately 1 L of water and collected by suction filtration. The collected solid was washed with methanol and collected by suction filtration; thus, 7.1 g of a white solid that was an object was obtained (yield: 96%).

1. customabove was put in a 300-mL three-neck flask
2. temperatureAfter the dripping, the mixture was heated
3. stirringstirred at 80° C. for 3 hours so as
4. customto be reacted
5. additionwas added to the reaction solution
6. customa solid was precipitated
7. filtrationThe precipitated solid was collected by suction filtration
8. customto obtain another solid
9. washThe obtained solid was washed with approximately 1 L of water
10. filtrationcollected by suction filtration
11. washThe collected solid was washed with methanol
12. filtrationcollected by suction filtration
13. customwas obtained (yield: 96%)

ORD record

ord-88045fea0820467db4c0fd90dcf48384

Source dataset

uspto-grants-2015_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09048436B2