Water → 2-Methylbenzo(d)thiazole-5-carbonitrile

28.0 g of 5-bromo-2-methylbenzothiazole was dissolved in 200 ml of N-methyl-2-pyrrolidone, the solution thus prepared was mixed with 13.8 g of cuprous cyanide and a catalytically effective amount of copper sulfate, and the mixture was stirred for 4 hours with heating at a temperature of 180° to 190° C. in a stream of nitrogen. The resulting reaction solution was poured into water, and insoluble materials thus formed were collected by filtration. The thus collected insoluble materials were mixed with a mixture consisting of 22 ml of ethylenediamine and 50 ml of water, and the resulting mixture was stirred thoroughly. After extraction with benzene, the resulting organic layer was washed with water, and dried to distill of benzene. Thereafter, the residue thus formed was washed with ethanol to obtain 10.22 g of 2-methyl-5-benzothiazolecarbonitrile in the form of light brown crystals.

1. customthe solution thus prepared
2. temperaturewith heating at a temperature of 180° to 190° C. in a stream of nitrogen
3. customThe resulting reaction solution
4. customthus formed
5. filtrationwere collected by filtration
6. additionThe thus collected insoluble materials were mixed with a mixture
7. extractionAfter extraction with benzene
8. washthe resulting organic layer was washed with water
9. customdried
10. distillationto distill of benzene
11. customThereafter, the residue thus formed
12. washwas washed with ethanol

ORD record

ord-ceef9d0e6a484efda808b0e8f0df0a1f

Source dataset

uspto-grants-1996_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05576343