Category: 335349-57-0

Synthetic Route of 335349-57-0,Some common heterocyclic compound, 335349-57-0, name is 5-Chloro-4-iodo-2-nitroaniline, molecular formula is C6H4ClIN2O2, 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.

Example B1 (5-Chloro-4-iodo-2-nitro-phenyl)-carbamic acid tert.-butyl ester The title compound was prepared via the isocyanate from 5-chloro-4-iodo-2-nitro-phenylamine (Example A1) (7.0 g, 23.45 mmol) with diphosgene (2.12 mL, 17.6 mmol) in EtOAc (30 mL), followed by treatment with tert.-BuOH (100 mL) in CH2Cl2 (100 mL) according to the general procedure B (method a). Obtained as a yellow solid (7.1 g, 76%). MS (EI) 398 (M+) and 400 [(M+2)+]; mp 82-84 C.

The synthetic route of 335349-57-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoffman-La Roche Inc.; US6544985; (2003); B2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 335349-57-0, The chemical industry reduces the impact on the environment during synthesis 335349-57-0, name is 5-Chloro-4-iodo-2-nitroaniline, I believe this compound will play a more active role in future production and life.

Next, a solution of 5-chloro-4-iodo-2-nitroaniline (15 g, 50.26 mmol, 1.00 equiv) in ethanol/H2O (400/50 mL), Fe powder (16.9 g, 301.79 mmol, 6.00 equiv) and NH4Cl (8 g, 149.53 mmol, 3.00 equiv) was placed into a 1000-mL round-bottom flask. The resulting solution was stirred for 2 h at 70 C. The resulting mixture was concentrated under vacuum. The resulting solution was extracted with 3×500 mL of ethyl acetate and the organic layers combined. The resulting mixture was washed with 3×100 mL of brine, dried and concentrated under vacuum. This resulted in 10 g (74%) of 4-chloro-5-iodobenzene-1,2-diamine as a black solid.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5-Chloro-4-iodo-2-nitroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERIAL LIMITED; Meng, Charles Q.; US2013/281392; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 335349-57-0, name is 5-Chloro-4-iodo-2-nitroaniline, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

A 5 mL Biotage microwave vial was charged with FibreCat (Aldrich, 0.4 mmol/g; 37.5 mg, 3 mol%) and biphenyl-4- boronic acid (1 19.0 mg, 0.600 mmol). A solution of S-chloro^-iodo^-nitro-phenylamine (Intermediate 1, 149.0 mg, 0.500 mmol) in EtOH (4.4 mL) was added followed by IM aqueous K2CO3 (0.6 mL). The vial was heated in a microwave synthesizer (Biotage Initiator) at 1100C for 8 min. Contents of the vial were diluted with EtOAc (2 mL) and filtered. The resulting precipitate was washed with EtOAc (three times, 2 mL). The filtrate and washes were combined and evaporated to dryness in vacuo. The residue was dissolved in EtOAc (4 mL), washed with 1 M aqueous K2CO3 (twice, 1 mL) and evaporated to dryness in vacuo to give an orange-yellow solid. LR-MS (API-ES): calculated for Ci8Hi3ClN2O2 324.1, observed m/e 367.2 (100%), 347.0 ((M + Na)+, 325.0 (M + H)+, (Rt 3.56 min). The crude product was used in the next step without further purification.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; MERCK SHARP & DOHME CORP.; METABASIS THERAPEUTICS, INC.; DANG, Qun; CHUNG, De Michael; GIBSON, Tony, S.; JIANG, Hongjian; CASHION, Daniel, K.; BAO, Jianming; LAN, Ping; LU, Huagang; MAKARA, Gergely, M.; ROMERO, F., Anthony; SEBHAT, Iyassu; WODKA, Dariusz; WO2010/51176; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 335349-57-0, name is 5-Chloro-4-iodo-2-nitroaniline, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 335349-57-0, Computed Properties of C6H4ClIN2O2

Example C5 [4-Iodo-5-(4-methoxy-piperidin-1-yl)-2-nitro-phenyl]-carbamic acid tert.-butyl ester Prepared from 5-chloro-4-iodo-2-nitro-phenylamine (Example A1) (6.91 g, 23.15 mmol), 4-methoxypiperidine (4.0 g, 34.73 mmol) and NaHCO3 (5.83 g, 69.45 mmol) in DMSO (230 mL) at 100 C. according to the general procedure C (method b). The obtained brown solid (7.95 g) was converted to the title compound according to the general procedure B (method c). Obtained as a yellow solid (6.55 g). MS (ISP) 478 [(M+H)+]; mp 133-135 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Chloro-4-iodo-2-nitroaniline, and friends who are interested can also refer to it.

Reference:
Patent; Hoffmann-la Roche Inc.; US6407094; (2002); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 335349-57-0, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 335349-57-0, name is 5-Chloro-4-iodo-2-nitroaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example E5 (RS)-5-(2,2-Dimethyl-[1,3]dioxolan-4-ylmethoxy)-4-iodo-2-nitro-phenylamine Prepared from 5-chloro-4-iodo-2-nitro-phenylamine (Example A1) (4.48 g, 15 mmol), D,L-alpha, beta-isopropylidene-glycerol (10 mL, 81 mmol) and KOH (1.01 g, 18 mmol) in DMSO (10 mL) at 23 C. according to the general procedure E. Obtained as a yellow solid (4.9 g). MS (ISN) 393 [(M-H)-]; mp 151 C.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5-Chloro-4-iodo-2-nitroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hoffmann-la Roche Inc.; US6407094; (2002); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 335349-57-0, name is 5-Chloro-4-iodo-2-nitroaniline, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 5-Chloro-4-iodo-2-nitroaniline

Step B 4-chloro-5-iodobenzene-1,2-diamine. To a suspension of 5-chloro-4-iodo-2-nitroaniline (36.5 g, 122 mmol) in EtOH (800 mL) and water (150 mL) was added iron powder (38 g, 673 mmol) and NH4Cl (16 g, 306 mmol). The mixture was heated under nitrogen at 50 C. overnight. Additional iron powder (38 g, 673 mmol) and NH4Cl (16 g, 306 mmol) were added and heating was continued for 45 h. The reaction mixture was cooled, filtered and concentrated. The residue was re-dissolved in ethyl acetate and washed with sodium bicarbonate solution. The organic phase was concentrated to afford the desired product as a gray solid, which was used in the next step without further purification.

According to the analysis of related databases, 335349-57-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOOKSER, BRETT C.; Dang, Qun; Gibson, Tony S.; Jiang, Hongjian; Chung, De Michael; Bao, Jianming; Jiang, Jinlong; Kassick, Andy; Kekec, Ahmet; Lan, Ping; Lu, Huagang; Makara, Gergely M.; Romero, F. Anthony; Sebhat, Iyassu; Wilson, David; Wodka, Dariusz; US2010/81643; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 335349-57-0,Some common heterocyclic compound, 335349-57-0, name is 5-Chloro-4-iodo-2-nitroaniline, molecular formula is C6H4ClIN2O2, 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.

Example B1 (5-Chloro-4-iodo-2-nitro-phenyl)-carbamic acid tert.-butyl ester The title compound was prepared via the isocyanate from 5-chloro-4-iodo-2-nitro-phenylamine (Example A1) (7.0 g, 23.45 mmol) with diphosgene (2.12 mL, 17.6 mmol) in EtOAc (30 mL), followed by treatment with tert.-BuOH (100 mL) in CH2Cl2 (100 mL) according to the general procedure B (method a). Obtained as a yellow solid (7.1 g, 76%). MS (EI) 398 (M+) and 400 [(M+2)+]; mp 82-84 C.

The synthetic route of 335349-57-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoffman-La Roche Inc.; US6544985; (2003); B2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 335349-57-0, These common heterocyclic compound, 335349-57-0, name is 5-Chloro-4-iodo-2-nitroaniline, its 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.

Example B4 [4-Iodo-2-nitro-5-(2,2,2-trifluoro-ethoxy)-phenyl]-carbamic acid tert.-butyl ester The title compound was prepared via the di-Boc-compound from 4-iodo-2-nitro-5-(2,2,2-trifluoro-ethoxy)-phenylamine [prepared by stirring 5-chloro-4-iodo-2-nitro-phenylamine (Example A1) (8.95 g, 30 mmol), 2,2,2-trifluoroethanol (30 mL) and KOH (4.36 g, 66 mmol) in DMSO (60 mL) at 23 C. for 35 days.] (10.41 g, 29 mmol) and Boc2O (12.87 g, 59 mmol), followed by treatment with 2 eq. TFA in CH2Cl2 according to the general procedure B (method c). Obtained as a yellow solid (13.34 g, 100%). MS (ISN) 461 [(M-H)-].

Statistics shows that 5-Chloro-4-iodo-2-nitroaniline is playing an increasingly important role. we look forward to future research findings about 335349-57-0.

Reference:
Patent; Hoffman-La Roche Inc.; US6544985; (2003); B2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 335349-57-0,Some common heterocyclic compound, 335349-57-0, name is 5-Chloro-4-iodo-2-nitroaniline, molecular formula is C6H4ClIN2O2, 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.

Example E1 5-Allyloxy-4-iodo-2-nitro-phenylamine Prepared from 5-chloro-4-iodo-2-nitro-phenylamine (Example Al) (15.0 g, 50 mmol), allyl alcohol (50 mL) and KOH (7.96 g, 121 mmol) in DMSO (50 mL) according to the general procedure E. Obtained as an orange solid (9.38 g). MS (EI) 320 (M+); mp 74 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Chloro-4-iodo-2-nitroaniline, its application will become more common.

Reference:
Patent; Hoffmann-la Roche Inc.; US6407094; (2002); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 335349-57-0,Some common heterocyclic compound, 335349-57-0, name is 5-Chloro-4-iodo-2-nitroaniline, molecular formula is C6H4ClIN2O2, 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.

Example E1 5-Allyloxy-4-iodo-2-nitro-phenylamine Prepared from 5-chloro-4-iodo-2-nitro-phenylamine (Example Al) (15.0 g, 50 mmol), allyl alcohol (50 mL) and KOH (7.96 g, 121 mmol) in DMSO (50 mL) according to the general procedure E. Obtained as an orange solid (9.38 g). MS (EI) 320 (M+); mp 74 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Chloro-4-iodo-2-nitroaniline, its application will become more common.

Reference:
Patent; Hoffmann-la Roche Inc.; US6407094; (2002); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com