Category: 106131-61-7

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. 106131-61-7, name is 3,6-Dichloro-1,2,4,5-tetrazine, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 3,6-Dichloro-1,2,4,5-tetrazine

To a solution of 3,6-dichloro-1,2,4,5-tetrazine (1.51 g, 10 mmol) in acetonitrile (70 ml) was added the sodium salt of 5-amino-1H-tetrazole (2.14 g, 10 mmol). The mixture was refluxed for 24 hours then allowed to cool to room temperature. The suspension was centrifuged until the supernatant liquid was clear. The liquid was decanted and the brown solid washed successively with acetonitrile and water. With each wash the solid was separated from the solvent by centrifugation followed by decantation. The isolated crude yield was 1.5 g (60%), this material was recrystallized from DMSO/methanol yielding an orange brown powder mp 264 C. dec; 1H NMR(deuteriomethylsulfoxide) 12.5(b,r s,4H); 13 C NMR (deuteriomethylsulfoxide) 151.74, 158.25; IR (KBr) 3421, 3000, 1615, 1436, 1127 cm-1. A gas pycnometer density of 1.76 g/cm3 was also determined and a drop height of 195 cm was measured (Type 12, HMX=24-27 cm).

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 106131-61-7.

Reference:
Patent; The Regents of the University of California; US6657059; (2003); B2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 106131-61-7, name is 3,6-Dichloro-1,2,4,5-tetrazine, 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. category: chlorides-buliding-blocks

To a solution of 3, 6-dichloro- 1,2,4,5 -tetrazine (2.67 g, 17.7 mmol) in methyl ter/-butyl ether (125 mL) at -25 C under nitrogen was added but-3-yn-l -amine hydrochloride (1.87 g, 17.7 mmol), followed by the addition of N,N-diisopropylethylamine (12.4 mL, 70.7 mmol) and the reaction mixture was stirred at -25 C under nitrogen for 26 h. Silica gel (-5 g) was added to the reaction and all solvents were removed in vacuo. The silica gel mesh was loaded on an ISCO silica gel cartridge (220 g) eluting with 25% (0558) EtOAc/hexanes over 2592 mL to afford the title compound (853.3 mg) as a deep red/orange viscous oil,. NMR (400 MHz, CDCh) delta 6.12 (br s, 1H), 3.80 (q, J=6.3 Hz, 2H), 2.63 (td, J=6.3, 2.6 Hz, 2H), 2.10 (t, J=2.6 Hz, 1H).

The synthetic route of 3,6-Dichloro-1,2,4,5-tetrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BENDER, John A.; GENTLES, Robert G.; PENDRI, Annapurna; WANG, Alan Xiangdong; MEANWELL, Nicholas A.; BENO, Brett R.; FRIDELL, Robert A.; BELEMA, Makonen; NGUYEN, Van N.; YANG, Zhong; WANG, Gan; KUMARAVEL, Selvakumar; THANGATHIRUPATHY, Srinivasan; BORA, Rajesh Onkardas; HOLEHATTI, Shilpa Maheshwarappa; METTU, Mallikarjuna Rao; PANDA, Manoranjan; (319 pag.)WO2016/172424; (2016); A1;,
Chloride – Wikipedia,
Chlorides – 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. 106131-61-7, name is 3,6-Dichloro-1,2,4,5-tetrazine, This compound has unique chemical properties. The synthetic route is as follows., Safety of 3,6-Dichloro-1,2,4,5-tetrazine

General procedure: In a 100 mL round bottom flask, was introduced the diol(0.66 mmol), s-collidine (0.79 mmol) and 20 mL of dry dichloromethane and the mixture was stirred at room temperature. 3,6-dichloro-s-tetrazine 1 (0.66 mmol) was dissolved in dry dichloromethane and added dropwise in the flask. After 2 h the reaction is complete (TLC) and the solvent was removed under reduced pressure. The crude residue was purified by column chromatography on silica gel (eluent from petroleum ether/ethyl acetate 7/3 to pure ethyl acetate). Compound 2a was isolated as pink solid in 58 % yield(0.22 g). M. p.: 131 C.1HNMR (400MHz, Acetone-d6): delta (ppm) 5.49 (t, 2H, 3JHF= 13.19Hz, (CF2)8CH2 – O); 4.18 (t, 2H, 3JH-F = 14.79 Hz,(CF2)8CH2 – OH). 13CNMR (100MHz, Acetone-d6): delta (ppm) 167.1 (CTz-O);166 (CTz-Cl); 100-120 ((CF2)8); 65.3 (t, 2JC-F = 26.83 Hz,(CF2)8CH2 – O); 60.4 (t, 2JC-F = 24.93Hz, (CF2)8CH2 – OH).19F NMR (376 MHz, Acetone-d6): delta (ppm) -119.93 (m,2F); -122.33 (m, 10F); -123.49 (m, 2F); -123.87 (m, 2F).

According to the analysis of related databases, 106131-61-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Guermazi, Refka; Royer, Lorna; Galmiche, Laurent; Clavier, Gilles; Audebert, Pierre; Hedhli, Ahmed; Journal of Fluorescence; vol. 26; 4; (2016); p. 1349 – 1356;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 106131-61-7, 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. 106131-61-7, name is 3,6-Dichloro-1,2,4,5-tetrazine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Compound 5 (1.5 g, 1 mol) And tetraethylene glycol monomethyl ether (3.16ml, 1.5mol) were dissolved in 50ml of dichloromethane, Triethylamine (2.96 ml, 1.5 mol) was then added. After stirring at room temperature for 3 hours, The reaction was quenched with water, extracted with dichloromethane, dried and passed through a silica gel column. Compound 6b (2.8 g, 87%) was obtained.

The synthetic route of 3,6-Dichloro-1,2,4,5-tetrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chinese Academy Of Sciences Chemical Institute; Yang Guoqiang; Zhao Zhensheng; Wang Shuangqing; Hu Rui; Li Shayu; (12 pag.)CN107286186; (2017); A;,
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. 106131-61-7, name is 3,6-Dichloro-1,2,4,5-tetrazine, A new synthetic method of this compound is introduced below., Safety of 3,6-Dichloro-1,2,4,5-tetrazine

Dichloro-s-tetrazine (1.50 g,10 mmol) and allyl alcohol (0.68 mL, 10 mmol) were dissolved in 100mL of anhydrous dichloromethane. 2,4,6-collidine (1.32 mL, 10 mmol) was added dropwise at room temperature in the solution, and the mixture was stirred for 1 h 30 min under N2 atmosphere. The solvent was evaporated andthe residue was passed through a column of silica (2/8 dichloromethane/petroleum ether v/v) to give 1.42 g (82%) of compound 1. 1H NMR (CDCl3) delta (ppm) 6.13 (m, 1H, CH), 5.57 (d, 1H, 3J 17.4 Hz, CH=CH2), 5.44 (d, 1H, 3J 10.5 Hz, CH=CH2), 5.18 (d, 2H, CH2, 3J 6.0 Hz). 13C NMR (CDCl3) delta (ppm) 166.6 (CTz-Cl), 164.6 (CTz-O), 130.3 (CH=CH2), 121.1 (CH=CH2), 71.0 (O-CH2).

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; Ben Chaabane, Radhia; Guermazi, Refka; Clavier, Gilles; Audebert, Pierre; Hedhli, Ahmed; Dyes and Pigments; vol. 108; (2014); p. 64 – 69;,
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. 106131-61-7, name is 3,6-Dichloro-1,2,4,5-tetrazine, A new synthetic method of this compound is introduced below., Safety of 3,6-Dichloro-1,2,4,5-tetrazine

To a solution of 3,6-dichloro-1,2,4,5-tetrazine (1 g, 6.62 mmol) in Tol. (10 mL) was added pent-1-yn-3-ol (1.11 g, 13.25 mmol, 1.14 mL) at 20 C. The mixture was stirred at 110 C. for 16 hours under sealed tube. LCMS showed desired MS. The reaction mixture was concentrated under reduced pressure to give a residue. The residue was purified by prep-TLC (SiO2, petroleum ether:ethyl acetate=1:1) to give 32a. MS mass calculated for [M+1]+ (C7H8Cl2N2O) required m/z 207.1, LCMS found m/z 207.0; 1H NMR (400 MHz, CDCl3) delta 7.79 (s, 1H) 4.94 (dt, J=7.73, 3.77 Hz, 1H) 2.72 (d, J=4.03 Hz, 1H) 1.94 (dqd, J=14.52, 7.39, 7.39, 7.39, 3.55 Hz, 1H) 1.60-1.72 (m, 1H) 1.06 (t, J=7.34 Hz, 3H).

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; Terns, Inc.; KIRSCHBERG, Thorsten A.; HALCOMB, Randall; XU, Yingzi; ROMERO, F. Anthony; US2020/62742; (2020); 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. 106131-61-7, name is 3,6-Dichloro-1,2,4,5-tetrazine, A new synthetic method of this compound is introduced below., Application In Synthesis of 3,6-Dichloro-1,2,4,5-tetrazine

General procedure: To a solution of DIPEA (2.1 mmol) in acetonitrile (150 mL) which was preheated to 70 C was added dropwise a solution of 3,6-dihydroxyphthalimide derivatives 1a-e (1 mmol) and 3,6-dichlorotetrazine (2, 1 mmol) in acetonitrile (25 mL) during 25 min. After being stirred for another 5 min, the reaction was quenched by cooling down the mixture to ambient temperature and adding water (200 mL). The resulting mixture was neutralized with dilute hydrochloric acid (1 M) and extracted with EtOAc (3 × 150 mL). The combined organic solution was washed with brine (3 × 200 mL) and then dried over anhydrous Na2SO4. After filtration and concentration, the residue was chromatographed on a silica gel column using a mixture of DCM and EtOAc (v/v = 100:1) as an eluent to give product 3a-e. 3a: 140 mg, yield 42%, red solid, mp 275 C (decomp.);1H NMR (400 MHz, acetone-d6, 25 C) delta 8.00 (s, 6H),7.20-7.34 (m, 15H); 13C NMR (101 MHz, acetone-d6, 25 C) delta168.8, 164.4, 147.1, 132.2, 132.1, 129.6, 128.8, 127.5, 125.6;IR (KBr, cm-1) nu: 3078, 1777, 1724, 1494, 1384, 1230, 1115,955; HRMS-APCI: [M + H]+ calcd for C48H22N15O12,1000.1567; found, 1000.1553; anal. calcd for C48H21N15O12:C, 57.66; H, 2.12; N, 21.01; found: C, 57.71; H, 2.08; N, 20.70.

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; Gu, Meng-Di; Lu, Yao; Wang, Mei-Xiang; Beilstein Journal of Organic Chemistry; vol. 15; (2019); p. 1976 – 1983;,
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. 106131-61-7, name is 3,6-Dichloro-1,2,4,5-tetrazine, A new synthetic method of this compound is introduced below., Recommanded Product: 3,6-Dichloro-1,2,4,5-tetrazine

General procedure: To a solution of DIPEA (2.1 mmol) in acetonitrile (150 mL) which was preheated to 70 C was added dropwise a solution of 3,6-dihydroxyphthalimide derivatives 1a-e (1 mmol) and 3,6-dichlorotetrazine (2, 1 mmol) in acetonitrile (25 mL) during 25 min. After being stirred for another 5 min, the reaction was quenched by cooling down the mixture to ambient temperature and adding water (200 mL). The resulting mixture was neutralized with dilute hydrochloric acid (1 M) and extracted with EtOAc (3 × 150 mL). The combined organic solution was washed with brine (3 × 200 mL) and then dried over anhydrous Na2SO4. After filtration and concentration, the residue was chromatographed on a silica gel column using a mixture of DCM and EtOAc (v/v = 100:1) as an eluent to give product 3a-e.

The synthetic route of 106131-61-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gu, Meng-Di; Lu, Yao; Wang, Mei-Xiang; Beilstein Journal of Organic Chemistry; vol. 15; (2019); p. 1976 – 1983;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 106131-61-7, 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 106131-61-7 as follows.

General procedure: To a solution of DIPEA (2.1 mmol) in acetonitrile (150 mL) which was preheated to 70 C was added dropwise a solution of 3,6-dihydroxyphthalimide derivatives 1a-e (1 mmol) and 3,6-dichlorotetrazine (2, 1 mmol) in acetonitrile (25 mL) during 25 min. After being stirred for another 5 min, the reaction was quenched by cooling down the mixture to ambient temperature and adding water (200 mL). The resulting mixture was neutralized with dilute hydrochloric acid (1 M) and extracted with EtOAc (3 × 150 mL). The combined organic solution was washed with brine (3 × 200 mL) and then dried over anhydrous Na2SO4. After filtration and concentration, the residue was chromatographed on a silica gel column using a mixture of DCM and EtOAc (v/v = 100:1) as an eluent to give product 3a-e.

According to the analysis of related databases, 106131-61-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Gu, Meng-Di; Lu, Yao; Wang, Mei-Xiang; Beilstein Journal of Organic Chemistry; vol. 15; (2019); p. 1976 – 1983;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 106131-61-7, name is 3,6-Dichloro-1,2,4,5-tetrazine, 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 106131-61-7, COA of Formula: C2Cl2N4

General procedure: In a 100 mL round bottom flask, was introduced the diol(0.66 mmol), s-collidine (0.79 mmol) and 20 mL of dry dichloromethane and the mixture was stirred at room temperature. 3,6-dichloro-s-tetrazine 1 (0.66 mmol) was dissolved in dry dichloromethane and added dropwise in the flask. After 2 h the reaction is complete (TLC) and the solvent was removed under reduced pressure. The crude residue was purified by column chromatography on silica gel (eluent from petroleum ether/ethyl acetate 7/3 to pure ethyl acetate).

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, 3,6-Dichloro-1,2,4,5-tetrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Guermazi, Refka; Royer, Lorna; Galmiche, Laurent; Clavier, Gilles; Audebert, Pierre; Hedhli, Ahmed; Journal of Fluorescence; vol. 26; 4; (2016); p. 1349 – 1356;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics