Some tips on 1-Chloro-4-iodo-2-nitrobenzene

According to the analysis of related databases, 41252-95-3, the application of this compound in the production field has become more and more popular.

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 41252-95-3 as follows. SDS of cas: 41252-95-3

To a jacketed reactor, N,N-dimethylacetamide (DMAc) (120 mL) and soium ethylate (NaOEt) powder (12.1 g) is charged at 20 C. Diethylmalonate (28.8 g) is added dropwise into the above mixture while keeping internal temperature at around 10 C. After finishing addition, warm up the mixture to 20 C, and continue to stir for another 10 minutes. Then, 2-chloro-5- iodonitrobenzene (17 g) is added in one portion, and heat the mixture to 78 C and stir for usually at least 2.5 hours until process monitor shows almost complete conversion. The resulting mixture is cooled down to 20 C, and it is quenched by 2 N cold aq. HCI solution (180 mL). The bottom yellow oil was tranfered to a jaceket reactor with ethanol (92 mL) in it. Then, to the above solution the first portion of SnCI2.2H20 (30 g) powder is added, and the resulting mix- ture is heated to 70 C and stirred for 1 hour. The second portion of SnCI2.2H20 (30 g) is added, the mixture is stirred usually at least 0.5 hour until process monitor shows almost complete conversion. Then, heat the resulting mixture to 80 C and add 36% aq. HCI solution (60 mL) during 0.5 hour. The mixture is stirred for at least 2.5 hours until process monitor shows almost complete conversion. Then, to the mixture water (90 mL) is added and the resulting mix- ture is cooled down to 20 C. Collect the solid by filtration and wash the solid with water (250 mL) to afford the crude 6-iodo-2-oxindole. Then, it is purified by crystallization with acetic acid (HOAc) (1 10 mL), and followed by washing with 3 N aq. HCI solution (80 mL) to afford the 6- iodo-2-oxindole in 53% yield and 99% HPLC purity (Rt = 7.45 min).

According to the analysis of related databases, 41252-95-3, the application of this compound in the production field has become more and more popular.

Application of 1-Chloro-4-iodo-2-nitrobenzene

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 41252-95-3.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 41252-95-3, name is 1-Chloro-4-iodo-2-nitrobenzene, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 41252-95-3

A solution of 1-chloro-4-iodo-2-nitrobenzene 4(1) (5.64 g, 0.02 mol) and Na phenylsulfinate 4(2) (3.28 g, 0.02 mol) in DMF (80 ml) was stirred for 12 h at 120 C. Then, the reaction mixture was cooled, poured into water and extracted with ethyl acetate. Organic layer was dried over Na2SO4, filtered and evaporated to dryness. The mixture was separated by means of column chromatography, eluent-ethyl acetate:hexane 1:4. It gave 2.4 g (30.6%) 4-iodo-2-nitro-1-(phenylsulfonyl)benzene 4(3).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 41252-95-3.

Introduction of a new synthetic route about 1-Chloro-4-iodo-2-nitrobenzene

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Chloro-4-iodo-2-nitrobenzene, its application will become more common.

Application of 41252-95-3,Some common heterocyclic compound, 41252-95-3, name is 1-Chloro-4-iodo-2-nitrobenzene, molecular formula is C6H3ClINO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Preparation of 6-iodo-2-oxindole from 2-chloro-5-iodonitrobenzene and diethyl malonate Without Isolation of Intermediates To a jacketed reactor, N,N-dimethylacetamide (DMAc) (120 mL) and sodium ethylate (NaOEt) powder (12.1 g) is charged at 20 C. Diethylmalonate (28.8 g) is added dropwise into the above mixture while keeping internal temperature at around 10 C. After finishing addition, warm up the mixture to 20 C., and continue to stir for another 10 minutes. Then, 2-chloro-5-iodonitrobenzene (17 g) is added in one portion, and heat the mixture to 78 C. and stir for usually at least 2.5 hours until process monitor shows almost complete conversion. The resulting mixture is cooled down to 20 C., and it is quenched by 2 N cold aq. HCl solution (180 mL). The bottom yellow oil was transferred to a jacket reactor with ethanol (92 mL) in it. Then, to the above solution the first portion of SnCl2.2H2O (30 g) powder is added, and the resulting mixture is heated to 70 C. and stirred for 1 hour. The second portion of SnCl2.2H2O (30 g) is added, the mixture is stirred usually at least 0.5 hour until process monitor shows almost complete conversion. Then, heat the resulting mixture to 80 C. and add 36% aq. HCl solution (60 mL) during 0.5 hour. The mixture is stirred for at least 2.5 hours until process monitor shows almost complete conversion. Then, to the mixture water (90 mL) is added and the resulting mixture is cooled down to 20 C. Collect the solid by filtration and wash the solid with water (250 mL) to afford the crude 6-iodo-2-oxindole. Then, it is purified by crystallization with acetic acid (HOAc) (110 mL), and followed by washing with 3 N aq. HCl solution (80 mL) to afford the 6-iodo-2-oxindole in 53% yield and 99% HPLC purity (Rt=7.45 min). 1H NMR (400 MHz, DMSO) delta10.42 (S, 1H), 7.29-7.27 (dd, J=8.0, 1.6 Hz, 1H,), 7.11 (d, J=1.6 Hz, 1H), 7.02-7.00 (d, J=8.0 Hz, 1H); 13C NMR (100 MHz, CDCl3) delta 175.9, 145.3, 129.6, 126.4, 125.7, 117.4, 92.2, 35.4; MS (ESI): m/z 260.1 (M+1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Chloro-4-iodo-2-nitrobenzene, its application will become more common.

Reference:
Patent; Boehringer Ingelheim International GmbH; SHI, Wenjian; Song, Yanli; Bao, Yuhui; Lu, Jun; Huang, Yao; Weber, Dirk; US2014/66634; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

A new synthetic route of 41252-95-3

The synthetic route of 41252-95-3 has been constantly updated, and we look forward to future research findings.

41252-95-3, name is 1-Chloro-4-iodo-2-nitrobenzene, belongs to iodides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Application In Synthesis of 1-Chloro-4-iodo-2-nitrobenzene

General procedure: A mixture of aryl iodide (5) (1.0 mmol), PdCl2(PPh3)2(5.0 mol%), CuI (10 mol%), and Et3N (2 mmol, 0.3 mL) was stirred in CH3CN (3 mL) at room temperature for 20 minunder an argon atmosphere. 4-Methyl-2-(methylthio)-6-(prop-2-yn-1-yloxy)pyrimidine (3) (1.0 mmol, 0.19 g), wasthen added and the mixture was stirred at room temperature.After completion of the reaction, the crude product was subjected to flash column chromatography (hexane/ethyl acetate = 10:1) to afford the pure product (see Table 2).

The synthetic route of 41252-95-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Rezaeimanesh, Fatemeh; Bakherad, Mohammad; Nasr-Isfahani, Hossein; Journal of Chemical Research; vol. 43; 9-10; (2019); p. 431 – 436;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Extracurricular laboratory: Synthetic route of 41252-95-3

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 41252-95-3.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 41252-95-3, name is 1-Chloro-4-iodo-2-nitrobenzene, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 1-Chloro-4-iodo-2-nitrobenzene

To a jacketed reactor, N,N-dimethylacetamide (DMAc) (960 mL) and sodium methylate (Na- OMe) powder (77.8 g) is charged at 20 C. Dimethyl malonate (191 g) is added dropwise into the above mixture while keeping internal temperature at around 10 C. After finishing addition, warm up the mixture to 20 C, and continue to stirr for another 10 minutes. Then, 2-chloro-5- iodonitrobenzene (136 g) is added in one portion, and heat the mixture to 78 C and stir for usually at least 2.5 hours until process monitor shows almost complete conversion. The resulting mixture is cooled down to 20 C, and it is quenched by 2 N cold aq. HCI solution (1440 mL). Then, the mixture is stirred for another 1 hour. Collect the solid by filtration and wash the solid with water (500 mL) to afford 2-(4-iodo-2-nitrobenzene)-dimethlymalonate (146 g) as pale yellow solid in 80% yield and 97% HPLC purity (Rt = 13.9 min).1H NMR (400 MHz, CDCI3) delta 3.79 (s, 6H), 5.26 (s, 1 H), 7.25-7.27 (m, 1 H), 7.95-7.98 (dd, J = 8.3, 1 .8 Hz, 1 H), 8.36-8.37 (d, J = 1 .8 Hz, 1 H);13C NMR (100 MHz, CDCI3) delta 53.3, 53.6, 93.4, 127.4, 132.8, 133.8, 142.4, 148.9, 167.1 ; MS (ESI): m/z 378.96 (M+1 ).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 41252-95-3.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM INTERNATIONAL TRADING (SHANGHAI) CO., LTD.; SHI, Wenjian; SONG, Yanli; BAO, Yuhui; LU, Jun; HUANG, Yao; WEBER, Dirk; WO2014/37307; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com