Hodgson, Herbert H.; Batty, Walter E. published an article in 1934, the title of the article was Direct nitration of 5-chloro-3-hydroxy- and of 5-chloro-3-nitroanisole.Quality Control of 1,5-Dichloro-3-methoxy-2-nitrobenzene And the article contains the following content:
5-Chloro-3-hydroxyanisole (I), NaNO3, H2SO4 and H2O give a mixture of the 4-NO2 derivative, m. 106° (volatile with steam), and the 4,6-di-NO2 derivative (II), m. 126°. I and Me2SO4 give 5-chlororesorcinol di-Me ether, m. 38°; HNO3 in Ac2O at room temperature gives the 4-NO2 derivative, m. 123°; twice the quantity of HNO3 gives the 4,6-di-NO2 derivative (III), m. 216°, also obtained from II and Me2SO4. 2,4,6-Cl3C6H2NO2 and MeONa-MeOH, refluxed 4 hrs., give 3,5,2-Cl2(O2N)C6H2OMe, m. 75°; heating at 120° for 1.5 hrs. gives 5-chloro-2-nitroresorcinol di-Me ether (IV), m. 184°; heating 5 hrs. at 150° gives nitrophloroglucinol tri-Me ether, m. 153°; HNO3 gives the di-NO2 derivative (V), m. 166°. IV, HNO3 and Ac2O give the 2,4-di-NO2 derivative, m. 110°. 1,3,5,2,4-Cl3C6H(NO2)2 and MeONa at room temperature for 10 days give III and V. 5-Chloro-3-nitroanisole and HNO3 in H2SO4 give the 3,4,6-tri-NO2 derivative, orange-yellow, m. 128°; with MeONa on the water bath for 10 min. there results III. 3,5-Dichloro-2-nitroanisole and 20% EtOH-KOH, 2 hrs. at 130°, give 5-chloro-2-nitro-3-hydroxyanisole, m. 88°. 5-Chloro-3-hydroxyanisole and HNO3 give the 2,4,6-tri-NO2 derivative, m. 147°. The experimental process involved the reaction of 1,5-Dichloro-3-methoxy-2-nitrobenzene(cas: 74672-01-8).Quality Control of 1,5-Dichloro-3-methoxy-2-nitrobenzene
1,5-Dichloro-3-methoxy-2-nitrobenzene(cas:74672-01-8) belongs to chlorides. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. However, the extent of chlorination is difficult to control. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst. Quality Control of 1,5-Dichloro-3-methoxy-2-nitrobenzene
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics