Water → 2-t-butyl-4-methyl-5-(p-phenyl-benzylthio)-3(2H)-pyridazinone

To 10 ml of dry N,N-dimethylformamide was added 0.75 g of 55% sodium hydride. The resulting mixture was kept at 0° C. and added dropwise with a solution of 3.2 g of p-phenylbenzyl mercaptan dissolved in 15 ml of N,N-dimethylformamide. After ten minutes passed, the resulting mixture was added dropwise with a solution of 3.2 g of 2-t-butyl-5-chloro-4-methyl-3(2H)-pyridazinone dissolved in 15 ml of N,N-dimethylformamide. After completion of dropwise addition, the resulting mixture was reacted at 80° C. for one hour. The resulting solution was poured into 50 ml of water and extracted twice with 50 ml of diethyl ether. The resulting organic layer was dried over anhydrous sodium sulfate, and freed of solvent by distillation under reduced pressure to give 4.8 g of crude product. The crude product was recrystallized from 5 ml of hexane to obtain 2.6 g of 2-t-butyl-4-methyl-5-(p-phenyl-benzylthio)-3(2H)-pyridazinone.

1. customwas kept at 0° C.
2. waitAfter ten minutes passed
3. additionAfter completion of dropwise addition
4. customthe resulting mixture was reacted at 80° C. for one hour
5. extractionextracted twice with 50 ml of diethyl ether
6. dry with materialThe resulting organic layer was dried over anhydrous sodium sulfate
7. distillationfreed of solvent by distillation under reduced pressure
8. customto give 4.8 g of crude product
9. customThe crude product was recrystallized from 5 ml of hexane

ORD record

ord-d012267afa3a4c9bba7012298758936d

Source dataset

uspto-grants-1989_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04874861