硒催化对氯硝基苯羰基化合成灭草隆除草剂

Selenium-Catalyzed Carbonylation of p-ClC_6H_4NO_2 to Monuron Herbicidest

研究了以硒为催化剂,有机胺为助催化剂,对氯硝基苯和二甲胺为反应底物,经高选择性氧化还原羰基化一步合成灭草隆除草剂。水溶剂体系中,在135℃、CO压力3.0MPa反应条件下反应4h,单程产物收率可达54.5%,选择性为99.7%。有机溶剂体系中,在140℃、CO压力3.0MPa反应条件下反应4h,单程产物收率可达75.4%,选择性为99.9%。催化剂与反应产物很易分离,催化剂及其催化体系均可以循环使用,循环收率的平均值均达到85%以上。

The sythesis of Monuron herbicide by oxidative-reductive carbonylation of dimethyamine and p-ClC6H4NO2 using selenium as catalyst and organic base as cocatalyst was studied. In water system, the yield was 54. 5% with a selectivity of 99.7% under the reaction temperature of 135℃, CO pressure of 3.0MPa and reaction time of 4 hours. In organic solvent system, the yield was up to 75.4% with a selectivity of 99.9% under the reaction temperature of 140℃, CO pressure of 3.0MPa and reaction time of 4 hours. The Se catalyst and Monuron are easily separated, and both catalyst and catalytic system in water solvent or in organic solvent may be recycled. The recycled yields of Monuron were over 85%.