首页|Sandmeyer法合成2-溴-6-氯甲苯

Sandmeyer法合成2-溴-6-氯甲苯

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采用Sandmeyer法以3-氯-2-甲基苯胺为原料,亚硝酸钠为重氮化试剂,在低温、酸性环境下得到重氮盐,再利用铜基催化剂、不同温度的条件下分解,得到2-氯-6-溴甲苯.适宜合成条件为:以30%硫酸溶解胺,以亚硝酸钠的硫酸溶液成盐,以氢溴酸为溴源、铜粉为催化剂、在0 ℃分解.其中,酸用量为原料的5倍,n(3-氯-2-甲基苯胺)∶n(亚硝酸钠)∶n(铜粉)∶n(工业氢溴酸)=1∶1.2∶0.1∶1.2,2-溴-6-氯甲苯的收率可达95%.
SYNTHESIS OF 2-BROMO-6-CHLOROTOLUENE BY SANDMEYER METHOD
Using the Sandmeyer method with 3-chloro-2-methylaniline as the raw material and sodium nitrite as diazotization reagent,diazonium salts were obtained at low temperature and acid environ-ment.Then,copper-based catalysts were used to decompose diazonium salts under-different tempera-ture conditions to obtain 2-chloro-6-bromotoluene.The optimal synthesis conditions are to dissolve the amine in 30%sulfuric acid(mass fraction),form the diazonium salt with a sulfuric acid solution of sodium nitrite,use hydrobromic acid as the bromine source,copper powder as the catalyst,and de-compose at 0℃.Among them,the amount of acid used is 5 times that of the raw material,n(3-Chlo-ro-2-methylaniline)∶n(sodium nitrite)∶n(copper)∶n(industrial hydrobromic acid)=1∶1.2∶0.1∶1.2,and the yield of 2-chloro-6-bromotoluene reaches 95%.

Sandmeyer reactiondiazonium saltssodium nitrite2-bromo-6-chlorotoluene3-chloro-2-methylaniline

王博闻、南沛然、李世云、文彬、陈兴权、鲍晓军

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福州大学化工学院,福建 福州 350000

清源创新实验室,福建泉州 362000

Sandmeyer反应 重氮盐 亚硝酸钠 2-溴-6-氯甲苯 3-氯-2-甲基苯胺

2025

精细石油化工
中国石化集团资产经营管理有限公司天津石化分公司

精细石油化工

影响因子:0.513
ISSN:1003-9384
年,卷(期):2025.42(1)