Category: 94-97-3

94-97-3, name is 5-Chloro-1H-benzo[d][1,2,3]triazole, belongs to chlorides-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. Formula: C6H4ClN3

General procedure: A typical procedure for the catalytic N-sulfonylation of benzotriazoles using I2 as catalyst includes: in EtOAc-H2O (10:1) mixture solvent (2 mL), benzotriazole 1a (0.3 mmol), sodium benzenesulfinate 2a (0.9 mmol), I2 (0.06 mmol) were added successively. The suspension mixture was vigorously stirred at room temperature for 3 h. Upon completion, the reaction was quenched by addition of sat. aq. Na2S2O3 (2 mL), basified with sat. aq. Na2CO3 (8 mL) and H2O (5 mL). The mixture was extracted with CH2Cl2 (3* 5 mL) and the combined organic phase was dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The residue was then purified by TLC technique (petroleum ether/ethyl acetate = 3:1, v/v) to furnish 1-phenylsulfonylbenzotriazole 3a [28] in 97% yield.

The synthetic route of 94-97-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wu, Si-Xue; Zhang, Yi-Kun; Shi, Hong-Wei; Yan, Jie; Chinese Chemical Letters; vol. 27; 9; (2016); p. 1519 – 1522;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 94-97-3, 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. 94-97-3, name is 5-Chloro-1H-benzo[d][1,2,3]triazole, This compound has unique chemical properties. The synthetic route is as follows.

Synthesis of 5-(2-nitrophenyl)-1H-benzo[d][1,2,3]triazole 6.8 g (yield: 68%) of 5-(2-nitrophenyl)-1H-benzo[d][1,2,3]triazole was obtained by performing the same procedure as in of Preparation Example 1, except that 6.5 g of 5-chloro-1H-benzo[d][1,2,3]triazole was used instead of 5-bromo-1H-benzo[d]imidazole used in of Preparation Example 1.

The chemical industry reduces the impact on the environment during synthesis 5-Chloro-1H-benzo[d][1,2,3]triazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; DOOSAN CORPORATION; Bae, Hyung Chan; Beak, Young Mi; Kim, Tae Hyung; Park, Ho Cheol; Lee, Chang Jun; Shin, Jin Young; US2015/171344; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 94-97-3, name is 5-Chloro-1H-benzo[d][1,2,3]triazole, A new synthetic method of this compound is introduced below., Recommanded Product: 94-97-3

General procedure: TBHP (70% w.t. in H2O, 25.7 muL, 0.19 mmol) and an excess of iodine (3-4 equiv) was added to a solution of 1b (50 mg, 0.19 mmol) and 5-methyl-1H-benzotriazole (50 mg, 0.38 mmol) in anhydrous DMF (6 mL). The resulting dark solution was stirred for 15 min, after which TLC indicated 80% consumption of 1b and formation of less polar product(s). After 16 h, volatiles were evaporated and the resulting dark gum was partitioned between CHCl3 (10 mL) and diluted Na2S2O3/H2O (1 mL). The separated organic layer was concentrated and the residue was column chromatographed (10% MeOH/EtOAC) to give crude 11a/b (35 mg, 48%). Purification of this material on a semi-preparative HPLC column (Phenomenex Gemini RP-C18 column; 5 mu, 25 cm x 1 cm) using isocratic mobile phase mixture 20% CH3CN in H2O at a flow rate of 1.5 mL/min gave mixture (~3:2) of 11a/11b (23.5 mg, 32%; tR = 17 min) as a white powder: UV (MeOH) lambdamax 278 nm (epsilon 17 100), lambdamin 242 nm (epsilon 8050); 1H NMR delta 8.21 (s, 1H, H2), 8.10 (d, 0.4H, J = 8.4,HAr), 8.01 (s, 0.6H, HAr), 7.48-7.56 (m, 3.2H, HAr,NH2 ), 7.36 (s, 0.4 H, HAr), 7.35 (d, 0.4H, J = 8.4 Hz, HAr), 7.02 (s, 1H, H7), 5.58-5.62 (m, 1H, OH), 5.18-5.25 (m, 2H, H1′, OH), 4.55-5.00 (m, 2H,H2′, OH), 3.72-3.85 (m, 2H, H3′, H4′), 3.41-3.47 (m, 1H, H5′) 3.22-3.30 (m, 1H, H5”), 2.52 (brs, 1.8H, CH3), 2.48 (brs, 1.2H, CH3); 13CNMR delta 158.32, 158.26, 153.29, 153.28, 148.99, 148.94, 145.27, 143.28, 140.25, 135.83, 135.22, 133.84, 131.63, 127.44, 126.07, 125.97, 119.33, 118.63, 110.21, 109.78, 102.15, 102.12, 99.63, 99.53, 88.39, 88.37, 86.12, 86.01, 71.45, 71.40, 70.88, 70.86, 62.24, 21.57, 21.07; HRMS (ESI) m/z [M+H]+calcd for [C18H20N7O4]+398.1571; found 398.1589. Note: Analogous treatment of 1b (100 mg, 0.38 mmol) with 5-methyl-1H-benzotriazole (100 mg, mmol) in the presence of 0.2 equiv. of iodine (19 mg) gave 11a/11b (10 mg, 6%).

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:
Article; Kavoosi, Sam; Rayala, Ramanjaneyulu; Walsh, Brenna; Barrios, Maria; Gonzalez, Walter G.; Miksovska, Jaroslava; Mathivathanan, Logesh; Raptis, Raphael G.; Wnuk, Stanislaw F.; Tetrahedron Letters; vol. 57; 39; (2016); p. 4364 – 4367;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 94-97-3, 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. 94-97-3, name is 5-Chloro-1H-benzo[d][1,2,3]triazole belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: in EtOAc/MeOH (4:1) mixture solvent (2 mL), benzotriazoles 1 (0.3 mmol), sodium sulfinates 2 (0.54 mmol), NaBr (0.36 mmol) and mCPBA (0.39 mmol) were added successively. The suspension mixture was vigorously stirred at room temperature for 4 h. Upon completion, the reaction was quenched by addition of sat. aq. Na2S2O3 (2 mL), basified with sat. aq. Na2CO3(8 mL) and H2O (5 mL). The mixture was extracted with CH2Cl2 (3¡Á5 mL) and the combined organic phase was dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The residue was then purified by TLC technique (3:1 (v/v) petroleum ether/ethyl acetate) to furnish sulfonylbenzotriazoles 3.

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-1H-benzo[d][1,2,3]triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wu, Sixue; Zhang, Yikun; Yan, Jie; Synthetic Communications; vol. 46; 17; (2016); p. 1432 – 1437;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

A common compound: 94-97-3, name is 5-Chloro-1H-benzo[d][1,2,3]triazole, belongs to chlorides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 94-97-3

General procedure: To an oven dried Schlenk tube was added 2-halo-substituted ynamide 1 (0.24 mmol), PdCl2(PPh3)2 (5 mol%), benzotriazole 2 (0.29 mmol), KOtBu (0.48mmol) and dry THF (1 mL). The contents were sealed under nitrogen atmosphere and stirred at 70C (oil bath temperature) overnight. After completion of the reaction as monitored by TLC, the crude reaction mixture was passed through a pad of celite and washed with ethyl acetate (20 mL) and concentrated in vacuum. The residue was then purified by using silica gel column chromatography using hexane-ethyl acetate as the eluent to afford benzosultams 3-14

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, 94-97-3, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Siva Reddy, Alla; Leela Siva Kumari; Swamy, K.C. Kumara; Tetrahedron; vol. 73; 19; (2017); p. 2766 – 2773;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 94-97-3, name is 5-Chloro-1H-benzo[d][1,2,3]triazole, belongs to chlorides-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 94-97-3, 94-97-3

General procedure: 1-phenylbutane-1,3-dione 1a (0.2 mmol, 32.4 mg), 1H-benzo[d][1,2,3]triazole 2a (0.2 mmol, 23.8 mg), N-bromosuccinimide (NBS) (39.2 mg, 1.2 equiv), KOtBu (44.8 mg, 2 equiv) and EtOAc (2 mL) were added to a flask with a magnetic stirring bar. The resulting mixture was stirred for 6 h at 60 oC. After cooling to room temperature, the mixture was diluted with ethyl acetate and filtered. The filtrate was removed under reduced pressure to get the crude product, which was further purified by silica gel chromatography (petroleum/ethyl acetate = 5/1-2/1 as eluent) to give product 3a and 4a as light yellow and pink solids. The identity and purity of the products was confirmed by 1H and 13C NMR spectroscopic analysis

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-1H-benzo[d][1,2,3]triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Chen, Wen-Lin; Li, Ji-Hui; Meng, Xu; Tang, Dong; Guo, Shuai-Bo; Chen, Bao-Hua; Tetrahedron Letters; vol. 54; 4; (2013); p. 295 – 299;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 94-97-3, name is 5-Chloro-1H-benzo[d][1,2,3]triazole, belongs to chlorides-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 94-97-3, 94-97-3

A mixture of 5-chloro-1H-benzotriazole (8 g), chloroacetone (6.5 mL), potassium carbonate (9.5 g) and potassium iodide (0.5 g) was stirred in acetone (90 mL) at room temperature for 48 hours. The reaction mixture was filtered and the filtrate concentrated under reduced pressure to give a residue that was purified by chromatography (SiO2, heptane/EA) to afford 1-(5-chloro-2H-benzotriazol-2-yl)-propan-2-one as clear oil [1.8 g, 16%, Rf=0.6 (1:1 EA/heptane)]. The two other regioisomers were also isolated, 1-(6-chloro-1H-benzotriazol-1-yl)-propan-2-one [3.8 g, 35%, Rf=0.45 (1:1 EA/heptane)] and 1-(5-chloro-1H-benzotriazol-1-yl)-propan-2-one [3.2 g, 29%, Rf=0.35 (1:1 EA/heptane)].

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-1H-benzo[d][1,2,3]triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Soll, Mark David; Hir de Fallois, Loic Patrick Le; Huber, Scot Kevin; Lee, Hyoung Ik; Wilkinson, Douglas Edward; Jacobs, Robert Toms; Beck, Brent Christopher; US2010/125089; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

94-97-3, Adding some certain compound to certain chemical reactions, such as: 94-97-3, name is 5-Chloro-1H-benzo[d][1,2,3]triazole, 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 94-97-3.

General procedure: A mixture of azole (0.2 mmol), ketone (0.3 mmol, 1.5equiv.), NaHCO3 (33.6 mg, 2.0 equiv.), I2 (101.6 mg, 2.0 equiv.), and 1,2-dichloroethane (2 mL) was stirred at 80 C for 24 h. After cooling to room temperature, the reaction mixture was quenched with a saturated solution of Na2S2O3 (5 mL) and extracted with ethyl acetate (3×5 mL). The combined organic phases were washed with brine (10 mL), dried over anhydrous magnesium sulfate, filtered, and concentrated. The residue was purified by flash column chromatograph, using a mixture of petroleum ether and ethyl acetate (5:1-2:1) as eluent to afford the corresponding products. The identity and purity of the products was confirmed by 1H and 13C NMR spectroscopic analysis.

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 94-97-3.

Reference:
Article; Chen, Wenlin; Yan, Rulong; Tang, Dong; Guo, Shuaibo; Meng, Xu; Chen, Baohua; Tetrahedron; vol. 68; 38; (2012); p. 7956 – 7959;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics