反应详情

温度

80 °C

An iron apparatus equipped with horseshoe stirrer and heating and cooling means is charged with 293 g of o-nitro-isobutoxybenzene, 395 g of solvent naphtha and 220 g of zinc dust. The reaction mixture is heated with stirring to 80° C., and first 24 g of 50% strength sodium hydroxide solution and then 21 g of water are added with temporary cooling. To complete the reduction, stirring is continued at 80° C. with the addition of further zinc dust a little at a time (in total 53 g) until a spot test with the reaction solution shows a colorless runoff. By further addition of water the zinc oxide hydrate is then grained. The zinc oxide hydrate is then separated by filtration from the organic phase containing the 2,2'-diisobutoxyhydrazobenzene and as byproduct 1-isobutoxy-2-aminobenzene. After extraction of the byproduct with dilute hydrochloric acid the organic phase is added dropwise at 15°-20° C. to hydrochloric acid and stirring is continued at 25° C. until the rearrangement reaction has ended (test: hydrazo compound no longer detectable). The crude product is purified by filtration, dissolving in hot water and clarification of the solution with Carboraffin. Precipitation with concentrated hydrochloric acid gives 106 g of 3,3'-diisobutoxybenzidine dichlorohydrate having a diazotization value of 96%, melting point 270° C.

1. temperatureheating
2. temperaturecooling means
3. temperatureThe reaction mixture is heated
4. stirringstirring
5. customThe zinc oxide hydrate is then separated by filtration from the organic phase
6. additioncontaining the 2,2'-diisobutoxyhydrazobenzene
7. extractionAfter extraction of the byproduct with dilute hydrochloric acid the organic phase
8. additionis added dropwise at 15°-20° C. to hydrochloric acid
9. stirringstirring
10. customis continued at 25° C. until the rearrangement reaction
11. filtrationThe crude product is purified by filtration
12. dissolutiondissolving in hot water
13. customPrecipitation with concentrated hydrochloric acid