Methane → Benzothiazole, 6-methoxy-2,5-dimethyl-

120 g of 2-methyl-4-thioacetamino-anisole were dissolved in 80 ml of dioxane, 1 l. of water and 600 ml of 6N NaOH. After decantation of the liquid phase, the residue was redissolved with a mixture of 300 ml of water and 50 ml of 6N NaOH. The two solutions containing pure 2-methyl-4-thioacetamino-anisole were cleaned by addition of animal charcoal and stirring. A water solution of K3Fe(CN)6 was then added dropwise to the filtrate under stirring. After such addition, the solution, thus obtained, was stirred for 2 hours at room temperature. The reaction mixture was then poured into a Rutscher-Stendall liquid-liquid type extractor and the base was extracted with ether. The ethereal solution, thus obtained, after having been dried an anhydrous Na2So4, was concentrated and the residual oil was finally distilled under vacuum collecting the 158° C./3 mm. Hg fraction. Yield: 65 g. The product thus obtained was purified upon crystallization from ligroin in the presence of animal charcoal, thus obtaining a pure product melting at 89°-90° C.

1. stirringunder stirring
2. additionAfter such addition
3. customthe solution, thus obtained
4. stirringwas stirred for 2 hours at room temperature
5. additionThe reaction mixture was then poured into a Rutscher-Stendall liquid-liquid type extractor
6. extractionthe base was extracted with ether
7. customThe ethereal solution, thus obtained
8. customafter having been dried an anhydrous Na2So4
9. concentrationwas concentrated
10. distillationthe residual oil was finally distilled under vacuum
11. customcollecting the 158° C./3 mm. Hg fraction
12. customThe product thus obtained
13. customwas purified upon crystallization from ligroin in the presence of animal charcoal

ORD record

ord-bb8089f9e7064cca823a5874c269e910

Source dataset

uspto-grants-1985_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04515888