Category: 83863-33-6

Some common heterocyclic compound, 83863-33-6, name is 5-Iodo-2-methylaniline, molecular formula is C7H8IN, 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. name: 5-Iodo-2-methylaniline

General procedure: The aromatic azides are prepared (Scheme 2) by addition of 6 NHCl solution to stirring dichloromethane solution of the appropriate amine at 0 C followed by drop wise saturated aqueous solution of NaNO2 and the contents stirred for 30 min. To the reaction mixture, added NaN3 stirred the contents for further 30 min.The contents were allowed to attain room temperature, the two phases were separated, and the aqueous phase extracted with DCM. The combined organic layers were washed with aqueous solution of NaHCO3, followed by then brine solution, dried over sodium sulfate, filtered and concentrated under reduced pressure to give the aryl azides which were used in the next step without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 83863-33-6, its application will become more common.

Reference:
Article; Majeed, Rabiya; Sangwan, Payare L.; Chinthakindi, Praveen K.; Khan, Imran; Dangroo, Nisar A.; Thota, Niranjan; Hamid, Abid; Sharma, Parduman R.; Saxena, Ajit K.; Koul, Surrinder; European Journal of Medicinal Chemistry; vol. 63; (2013); p. 782 – 792;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 83863-33-6,Some common heterocyclic compound, 83863-33-6, name is 5-Iodo-2-methylaniline, molecular formula is C7H8IN, 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.

To a solution of 5-iodo-2-methyl-phenylamine (0.5 g, 1.62 mmol) (Aldrich) in toluene (5 mL) were added 2-(tri-n-butylstannyl-oxazole (0.5 mL, 2.43 mmol) (Aldrich) and tetrakis-(triphenyl-phosphine)palladium(0) (0.018 g, 0.01 mmol) (Strem Chemicals). The reaction mixture was heated at 100 C. for 14 hours. The reaction mixture was cooled down and the solvent was evaporated. The crude material was then purified by column chromatography. The desired product was eluted with 40% EtOAc. The desired fractions were evaporated to afford 2-methyl-5-oxazol-2-yl-phenylamine. (Yield 0.03 g, 11%). HR-MS (ES+) m/z Calculated for C10H11N2O ([M+H]+): 175.0866. Found: 175.0865.

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

Reference:
Patent; Dominique, Romyr; Luk, Kin-Chun; Qiao, Qi; Rossman, Pamela Loreen; US2012/184548; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 83863-33-6, name is 5-Iodo-2-methylaniline, 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 83863-33-6, Formula: C7H8IN

To a solution of step-c product (5 g, 0.02 mol) in chloroform (30 ml, 6 times), acetic anhydride (4.96 g, 0.04 mol, 2.27 eq) was added at O0C and the contents were stirred for 1 hr at rt. Progress of the reaction was monitored by TLC (30% ethyl acetate/hexane, Rf-0.7). On completion, potassium acetate (061 g, 0.006 mol, 0.29 eq) followed by isoamyl nitrate (5.3 g, 0.046 mol, 2.1 eq) were added. The overall reaction mixture was heated to a reflux temperature and allowed to reflux for 12 hrs. Progress of the reaction was monitored by TLC (30% ethyl acetate/hexane, Rf-0.7). On completion of the reaction, cooled the reaction contents to rt and the layers formed were separated out. Organic layer was washed with water, dried over sodium sulfate and concentrated under reduced pressure. The crude obtained was purified by column chromatography (silica gel, 15% ethyl acetate/hexane) to yield the required product as an yellow colored solid (2 g, 32.7% yield).

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Reference:
Patent; GRUeNENTHAL GMBH; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; SCHIENE, Klaus; DE VRY, Jean; DAMANN, Nils; FRORMANN, Sven; LESCH, Bernhard; LEE, Jeewoo; KIM, Yong-Soo; KIM, Myeong-Seop; WO2010/127855; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 83863-33-6, A common heterocyclic compound, 83863-33-6, name is 5-Iodo-2-methylaniline, molecular formula is C7H8IN, 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.

A solution of 5-iodo-2-methylaniline (1g, 42.91mmol) and 2-tert butyldicarbonate (1.03g, 47.19 mmol) in THF (10 ml) was stirred at reflux temperature for 2 hours. Solvent was then removed in vacuo, the residue dissolved in ethyl acetate and this solution was washed successively with 1M citric acid solution and brine. The organic phase was dried over MgSO4 and concentrated in vacuo. The resultant yellow-white solid was crystallized from hexane to give white solid 2 (1.22 g, 85.3%).

The synthetic route of 83863-33-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Raju, Gheevarghese; Capo, Joseph; Lichtenstein, Bruce R.; Cerda, Jose F.; Koder, Ronald L.; Tetrahedron Letters; vol. 53; 10; (2012); p. 1201 – 1203;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 83863-33-6, name is 5-Iodo-2-methylaniline, molecular formula is C7H8IN, 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. Safety of 5-Iodo-2-methylaniline

General procedure: The aromatic azides are prepared (Scheme 2) by addition of 6 NHCl solution to stirring dichloromethane solution of the appropriate amine at 0 C followed by drop wise saturated aqueous solution of NaNO2 and the contents stirred for 30 min. To the reaction mixture, added NaN3 stirred the contents for further 30 min.The contents were allowed to attain room temperature, the two phases were separated, and the aqueous phase extracted with DCM. The combined organic layers were washed with aqueous solution of NaHCO3, followed by then brine solution, dried over sodium sulfate, filtered and concentrated under reduced pressure to give the aryl azides which were used in the next step without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 83863-33-6, its application will become more common.

Reference:
Article; Majeed, Rabiya; Sangwan, Payare L.; Chinthakindi, Praveen K.; Khan, Imran; Dangroo, Nisar A.; Thota, Niranjan; Hamid, Abid; Sharma, Parduman R.; Saxena, Ajit K.; Koul, Surrinder; European Journal of Medicinal Chemistry; vol. 63; (2013); p. 782 – 792;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 83863-33-6,Some common heterocyclic compound, 83863-33-6, name is 5-Iodo-2-methylaniline, molecular formula is C7H8IN, 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.

solution of 5-iodo-2-methyl-phenylamine (20.4 g, 87.6 mmol) in 200 mL of dry CH2Cl2 was cooled to 0 C and acetic anhydride (16.5 mL, 175 mmol) was added dropwise. The mixture was heated to 50 C for 2 h and then cooled to 22 C. The resulting white precipitate was filtered to give c (18.4 g, 76%): MS m/z = 276 (M+H).

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

Application of 83863-33-6,Some common heterocyclic compound, 83863-33-6, name is 5-Iodo-2-methylaniline, molecular formula is C7H8IN, 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.

Production Example 15-1 6-Iodo-1H-indazole An aqueous solution (4 mL) of sodium nitrite (1.1 g) was dropwise added to an acetic acid solution (360 mL) of (5-iodo-2-methylphenyl)amine, and after the addition, this was stirred overnight at room temperature. The solvent was evaporated off under reduced pressure, the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1 to 4:1) to obtain the entitled compound (1 g) as an orange powder.

The synthetic route of 83863-33-6 has been constantly updated, and we look forward to future research findings.

Electric Literature of 83863-33-6, These common heterocyclic compound, 83863-33-6, name is 5-Iodo-2-methylaniline, 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.

9.97 g of N,N-bis(2-chloroethyl)-4-methylbenzenesulfonamide (30.3 mmol) and 5.03 g of potassium iodide (30.3 mmol) in 75 ml. of cyclohexanol were stirred for 1 h at 800C. After addition of 7.7 g of sodium carbonate (72.7 mmol) and 5.65 g of 5-iodo-2-methyl- aniline (24.2 mmol), stirring continued for deltah at 1600C. At room temperature, the mixture was filtered, washed with dichloromethane, and the filtrate evaporated to dryness. The residue was dissolved in dichloromethane, filtered, and the solvent evaporated. The remaining residue was trituated with n-heptane and the crystalline product filtered off, washed several times with n-heptane and dried in vacuo to yield 10.7 g of product

The synthetic route of 83863-33-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT GMBH &; CO. KG; ABBOTT LABORATORIES; HAUPT, Andreas; POHLKI, Frauke; DRESCHER, Karla; WICKE, Karsten; UNGER, Liliane; RELO, Ana-Lucia; BESPALOV, Anton; VOGG, Barbara; BACKFISCH, Gisela; DELZER, Juergen; ZHANG, Min; LAO, Yanbin; WO2010/125134; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

83863-33-6, Adding a certain compound to certain chemical reactions, such as: 83863-33-6, name is 5-Iodo-2-methylaniline, 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 83863-33-6.

General procedure: To a solution of particular aromatic amine, 1:1 HCl-water was added in small instalments while stirring at 0C. After 10min, 4 equivalents of 3M sodium nitrite in water was added drop wise and after 30min 3 equivalents of 3M sodium azide and sodium acetate in water was added drop wise carefully keeping the reaction mixture at 0C or below (Scheme 2). After completion of addition, reaction was brought to room temperature and allowed to react for one more hour and finally extracted with diethyl ether for at least three times. Organic layers were washed with saturated sodium bicarbonate solution two times, dried over anhydrous sodium sulphate and concentrated to a minimum volume under reduced pressure on rotary evaporator.

According to the analysis of related databases, 83863-33-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Dangroo, Nisar A.; Singh, Jasvinder; Dar, Alamgir A.; Gupta, Nidhi; Chinthakindi, Praveen K.; Kaul, Anpurna; Khuroo, Mohmmed A.; Sangwan, Payare L.; European Journal of Medicinal Chemistry; vol. 120; (2016); p. 160 – 169;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 83863-33-6, name is 5-Iodo-2-methylaniline, 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. 83863-33-6

In a 10 mL round-bottomed flask was dissolved 5-iodo-2-methylaniline (5.171 g, 22.19 mmol), 4-(pyridin-2-ylmethoxy)benzoic acid, HCl (4.91 g, 18.49 mmol), DIPEA (9.66 mL, 55.47 mmol) and HATU (14.06 g, 36.98 mmol) in NMP (92 mL) to give an orange solution. The reaction was heated to 70 0C for 12h, after which time, the reaction was poured into IM aqueous NaOH (400 mL), and the resultant precipitate was removed via vacuum filtration. The filter cake was rinsed with water (200 mL), MTBE (100 mL), and dried under suction to yield the title compound (5.52 g, 67%) as a pale brown solid. 1H NMR (DMSO-d6) delta 2.19 (s, 3 H) 5.29 (s, 2 H) 7.08 (d, 1 H) 7.16 (m, 2 H) 7.29 – 7.43 (m, 1 H) 7.50 (dd, 1 H) 7.55 (d, 1 H) 7.73 (d, 1 H) 7.87 (td, 1 H) 7.95 (m, 2 H) 8.61 (d, 1 H) 9.78 (s, 1 H). MS (M+H+) = 445.

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 83863-33-6.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/27746; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com