Category: 6523-49-5

Adding a certain compound to certain chemical reactions, such as: 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline, belongs to triazoles 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 6523-49-5, Safety of 4-(1,2,4-Triazol-1-yl)aniline

The product from step 1 (850 mg) was heated in DMF-DMA (1.32 ml) for 1.5 h. On cooling the mixture was diluted with ether, filtered and washed with further ether to give the formamidine as a grey solid (564 mg). A portion of this material (54 mg) was treated with 4-triazolyl-aniline (35 mg) in AcOH (1.5 ml) at 100 for 2 h, cooled and diluted with water (25 ml). Basified with NaOH, filtered and the solid dried to give the title compound (54.4 mg, 70 %). 1H NMR delta 10.0 (IH, s), 9.18 (IH, s) 8.67 (IH, s), 8.51 (IH, s), 8.14 (IH, s), 8.0(3H, m), 7.8 (2H, d), 7.72 (IH, d, J 8.85Hz), 7.48 (IH, s), 7.15 (IH, s), 2.2 (3H, s); LC-MS rt 2.72 m/z 385 ES+.

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, 4-(1,2,4-Triazol-1-yl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARROW THERAPEUTICS LIMITED; WO2007/80401; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 6523-49-5, These common heterocyclic compound, 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline, 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 Intermediate 11 (96mg, 0.23mmol, leq), and 4-(7No.-l,2,4-triazol-l- yl)aniline (38mg, 0.24mmol, 1.05mmol) in acetic acid (2mL) was heated at reflux. After Ih the reaction was allowed to cool to room temperature, concentrated in vacuo and treated with a saturated aqueous solution OfK2CO3 until effervescence ceased. The resulting mixture was then concentrated in vacuo to dryness to yield a brown residue. The residue was purified using flash column chromatography, eluting initially with 200:8:1 and then 100:8:1 CH2Cl2 :EtOH:NH3. The title compound was isolated as an off-white solid (48mg, 40%). Rf = 0.39 (40:8:1 CH2Cl2:Et0H:NH3). 1H-NMR (DMSCwZ6) 2.11 (s, 6H), 2.17 (s, 3H), 2.43 (m, 2H), 2.68 (t, 2H), 4.08 (t, 2H), 7.23 (m, IH), 7.56 (m, IH), 7.75 (m, 3H), 7.93 (m, 2H), 8.08 (m, 2H), 8.50 (s, IH), 8.68 (s, IH), 9.14 (s, IH), 9.92 (br. s, IH). LC-MS rt 2.08 m/z 527 ES+

Statistics shows that 4-(1,2,4-Triazol-1-yl)aniline is playing an increasingly important role. we look forward to future research findings about 6523-49-5.

Reference:
Patent; ARROW THERAPEUTICS LIMITED; WO2007/80401; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 6523-49-5, 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. 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of Intermediate 8 (200 mg) and Intermediate 6 (490 mg) were combined with terakis(triphenylphosphine) palladium (0) (95 mg) in DME (3 ml) and sodium carbonate (1 ml) and heated to 100 overnight. The cooled mixture was diluted with water and extracted into DCM. The organic phases were combined, concentrated and partially purified by column chromatography with CH2Cl2/Et0H/ NH3 (200:8:1) to give coupled material. A portion of this material (70 mg) was heated in acetic acid(1 ml) with 4-triazolylaniline (37 mg) at 80 over 1 h. The mixture was concentrated, basified with sat. NaHCO3 and the resulting precipitate isolated by filtration and washed with water and ether, dried then washed with EtOAc, MeCN, then ether and dried to give the title compound (32 mg, 34 %).1H NMR delta 10.4 (IH, br s), 9.27 (IH, s), 8.82 (IH, s), 8.6 (IH, s), 8.23 (IH, s),8.16 (2H, d, J 8.85Hz), 7.95 (2H, d, J 8.85Hz), 7.44 (2H, m), 7.13 (IH, d, J 8.2Hz), 4.15 (4H, m), 1.37 (6H, m); LC-MS rt 2.44, m/z 453 ES+.

The chemical industry reduces the impact on the environment during synthesis 4-(1,2,4-Triazol-1-yl)aniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ARROW THERAPEUTICS LIMITED; WO2007/80401; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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 6523-49-5 as follows. Safety of 4-(1,2,4-Triazol-1-yl)aniline

Step 1 intermediate (310 mg) was treated with DMF-DMA (5 ml) in DMF(3 ml) at 80 for 3 h. The mixture was evaporated, dissolved in toluene and concentrated to a pale yellow solid which was dried overnight. A portion of this material (74 mg) was treated with 4-triazolylaniline (57 mg) in AcOH (1 ml) at 80 for 2 h. The cooled mixture was basified with aq sodium bicarbonate and the resulting precipitate filtered, washed with water, ether and MeCN to give the title compound (88 mg, 59 %). 1H NMR delta 10.5 (IH, brs), 9.26 (IH5 s), 8.87 (IH5 s), 8.59 (3H5 m), 8.23 (IH5 s), 8.1 (3H5 m), 7.84 (5H, m) 7.47 (5H, m), 7.18 (2H, m), 5.29 (2H5 s); LC-MS rt 2.23 m/z472 ES+.

According to the analysis of related databases, 6523-49-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARROW THERAPEUTICS LIMITED; WO2007/80401; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline, belongs to Triazoles 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 6523-49-5, Safety of 4-(1,2,4-Triazol-1-yl)aniline

To a solution of formamidine from Step 4 (257mg, 0.653mM) in acetic acid (3ml) was added the 4-triazolylaniline (115mg, 0.73mM). The reaction was heated to 125C for Ih. The mixture was cool down basified with 15ml of 2N NaOH and extracted with ethylacetate. After drying over magnesium sulphate these organics phases were concentrated to a yellow solid. The solid was triturated with DCM / Et2O / petrol and isolated as a yellow solid (163mg, 44%). 1H NMR (D6-DMSO) delta 10.07 (IH, broad s), 9.29 (IH, s), 8.83 (IH, s), 8.64 (IH, s)8.26 (2H, m), 8.07 (2H, m), 7.85 (5H5 m), 7.69 (IH, d, J 10Hz)5 7.35 (IH5 dd, J 10Hz55Hz), 4.22 (2H, t, J 7.5Hz)5 2.46 (6H, m, obscured by H2O), 2.08 (2H5 1, J 7.5Hz)5 1.70(4H , m).LC-MS rt 2.13 m/z 509 ES+

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(1,2,4-Triazol-1-yl)aniline, and friends who are interested can also refer to it.

Reference:
Patent; ARROW THERAPEUTICS LIMITED; WO2007/80401; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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. 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 6523-49-5

Example 11Preparation of N-f2-U-?5′,2lS)-2-[-l-(‘5-chloropyrimidin-2-yl)piperidiri-4-yl]cycIopropyllethyl)-4- (IH-1.2,4-triazol- 1 -vnaniline.Step 1: fcrt-butyl [4-(lH-1,2,4-triazol-1-vDphenyl]carbamate.4-(lH-1,2,4-triazol-1-yl)aniline (250mg, 1.51mmol) and di-tert-butyl dicarbonate (409mg, 1.82mmol) were added in toluene (7.6mL). The reaction was heated to 70C for over the weekend. The reaction was cooled to room temperature, concentrated and purified by column chromatography through a 50 gram Biotage SNAP KP-Sil silica gel cartridge eluting with 50% ethyl acetate/hexanes to give the title compound as a white solid.LRMS calc: 260.29; obs: 160.92 (M-IOO).

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 6523-49-5.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WOOD, Harold, B.; ADAMS, Alan, D.; SZEWCZYK, Jason, W.; ZHANG, Yong; YANG, Meng; WO2011/19538; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline, belongs to Triazoles 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 6523-49-5, SDS of cas: 6523-49-5

A solution of 2-amino-5-tert-butylbenzoic acid (commercial sources, 500 mg) and formamidine acetate (404 mg) in EtOH (5 ml) was refluxed for 18 h. The cooled mixture was filtered and the precipitate washed with ice-cold EtOH and dried to give the hydroxy quinazoline (394 mg) which was added to thionyl chloride (10 ml) andDMF (cat.) and heated to reflux overnight. The cooled mixture was diluted with EtOAc and poured onto sat sodium bicarbonate (aq). The organic phase was separated, dried and concentrated to a brown solid (327 mg), of which a portion (105 mg) was treated immediately with 4-triazolylaniline (125 mg) in MeCN (4 ml) at reflux overnight. The cooled mixture was partitioned between DCM and sodium bicarbonate and the organic phase concentrated. Purification by chromatography with DCM:EtOH:NH3 (200:8:1) as eluant gave the desired compound. 1H NMR delta 10.16 (IH, s), 9.48 (IH, s), 8.77 (IH, s), 8.62(1H, s), 8.41 (IH, d),8.2 (4H, m), 7.95 (IH, d), 1.64 (9H, s); LC-MS rt 2.18 m/z 343 ES-.

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, 4-(1,2,4-Triazol-1-yl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARROW THERAPEUTICS LIMITED; WO2007/80401; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 6523-49-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 6523-49-5 name is 4-(1,2,4-Triazol-1-yl)aniline, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Compound 10-a (114 mg, 0.71 mmol) and compound 5 (100 mg, 0.24 mmol) were dissolved in n-butanol (2 mL), p-toluene sulfonic acid monohydrate (180 mg, 0.95 mmol) was added. The mixture was heated to 110 C. and stirred for 16 hours. After cooled to room temperature, the mixture was stirred for further 30 minutes, and there was solid precipitated. After filtration, the solid was purified by preparation HPLC (mobile phase:acetonitrile, water (0.05% trifluoroacetic acid); gradient: 60%-90%-10%) to give yellow solid T-10 (25 mg, yield: 19%). LC-MS (ESI): m/z=547 [M+H]+. (0164) 1H-NMR (400 MHz, CDCl3) delta: 8.58 (d, J=4 Hz, 2H), 8.41 (s, 1H), 8.13 (s, 1H), 8.09 (d, J=6 Hz, 1H), 7.92 (d, J=9 Hz, 2H), 7.71 (d, J=9 Hz, 2H), 7.49 (d, J=6 Hz, 1H), 4.66 (d, J=9 Hz, 2H), 4.25 (d, J=9 Hz, 2H), 3.45 (s, 2H), 3.10 (q, J=6 Hz, 2H), 1.43 (t, J=6 Hz, 3H) ppm

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(1,2,4-Triazol-1-yl)aniline, and friends who are interested can also refer to it.

Reference:
Patent; SHANGHAI CHEMEXPLORER CO., LTD.; XU, Zusheng; ZHANG, Nong; SUN, Qingrui; WANG, Tinghan; US2015/336982; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline, belongs to Triazoles 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 6523-49-5, Recommanded Product: 4-(1,2,4-Triazol-1-yl)aniline

Example 7 Part A To a solution of 1 (80 mg, 0.5 mmol) in DMF (5 mL) at 0 C., HOBt (135 mg, 1.0 mmol) was added, followed by EDCI (191 mg, 1.0 mmol). After stirring at 0 C. for 0.5 h, 4-[1,2,4]triazol-1-yl-phenylamine (80 mg, 0.5 mmol) was added. 4-Methoxy-2-methyl-phenylamine (70 mg, 0.5 mmol) was added 10 min later. The reaction was then warmed up to RT and was stirred at this temperature for overnight. Water was added and the formed precipitated was collected by filtration, which was purified using prep-HPLC to give the desired product (30 mg). LC-MS m/z 418.2 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(1,2,4-Triazol-1-yl)aniline, and friends who are interested can also refer to it.

Reference:
Patent; Schering Corporation; US2007/43045; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 6523-49-5,Some common heterocyclic compound, 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline, molecular formula is C8H8N4, 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 2-[5-(1,2,4-Triazol-1-yl)-1H-indol-3-yl]ethyl alcohol Prepared from 4-(1,2,4-triazol-1-yl)aniline (EP497512) as described for Intermediate 3, delta (250 MHz, D6 -DMSO) 2.89 (2H, t, J=7.2 Hz, CH2), 3.64-3.74 (2H, m, CH2), 4.67 (1H, t, J=5.3 Hz, OH), 7.29 (1H, d, J=2.3 Hz, Ar–H), 7.47 (1H, dd, J=8.7 and 1.5 Hz, Ar–H), 7.53 (1H, dd, J=8.7 and 2.3 Hz, Ar–H), 7.95 (1H, d, J=1.9 Hz, Ar–H), 8.19 (1H, s, Ar–H), 9.19 (1H, s, Ar–H), 11.10 (1H, s, NH).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-(1,2,4-Triazol-1-yl)aniline, its application will become more common.

Reference:
Patent; Merck Sharp & Dohme, Ltd.; US5854268; (1998); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics