Category: 30169-25-6

Reference of 30169-25-6, 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. 30169-25-6 name is 3,6-Bis(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazine, 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.

To a solution of 3,6-bis(3,5-dimethylpyrazolyl)-1,2,4,5-tetrazine (2.72 g, 10.0 mmol) in MeCN (10 mL) was added DNAZ.HCl (1.83 g, 10.0 mmol) and triethylamine (1.11 g, 11 mmol). The resulting solution was stirred for 1 hour until the color had changed to a uniform orange-red color. Diethyl ether (20 mL) was added and the precipitate was collected via filtration. The precipitate was washed with water (3×10 mL) and diethyl ether (2×10 mL). Recrystallization of the crude material from MeCN led to isolation of DMPTzDNAZ (2, 2.50 g, 78%) as orange-red crystals. Anal. Calcd for C10H11N9O4: C, 37.39%; H, 3.45%; N, 39.24%. Found: C, 37.73%; H, 3.42%; N, 38.89%. 1HNMR (400 mHz, d6-DMSO) delta 2.24 (s, 3H, CH3), 2.46 (s, 3H, CH3), 5.28 (s, 4H, DNAZ), 6.26 (s, 1H, pyr). 13CNMR (400 mHz, d6-DMSO) delta 12.67 (CH3), 13.37 (CH3), 59.71 (DNAZ), 107.95 (DNAZ), 109.50 (pyr), 141.88 (pyr), 151.10 (pyr), 157.71 (tz), (Tz), 162.58 (tz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,6-Bis(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazine, and friends who are interested can also refer to it.

Reference:
Patent; Los Alamos National Security, LLC; Chavez, David E.; Hanson, Susan Kloek; Scharff, Robert Jason; Veauthier, Jacqueline Marie; Myers, Thomas Winfield; (40 pag.)US9902748; (2018); B2;,
Pyrazole – Wikipedia,
Pyrazoles – 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. 30169-25-6, name is 3,6-Bis(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazine, A new synthetic method of this compound is introduced below., name: 3,6-Bis(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazine

Compound 1 (270 mg, 1.0 mmol) was placed in a 50 ml round bottomed flask. acetonitrile (10 ml) was added. 1,4 phenylene diamine (108 mg, 1.0 mmol) was added and the reaction heated to reflux for 1 hour. The reaction was allowed to cool to ambient temperature and the precipitate was isolated by filtration. The product was washed with cold acetonitrile, and air dried to give 225 mg of a purple solid (80% yield).

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.

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. 30169-25-6, name is 3,6-Bis(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazine, A new synthetic method of this compound is introduced below., Product Details of 30169-25-6

3,6-Bis-(3,5-dimethyl-pyrazol-1-yl)-1,2,4,5-tetrazine (1)(4:05 g 15:0 mmol) and 1H-imidazole (2:35 g 35:0 mmol)were suspended in 25 mL acetonitrile and the mixture refluxed for 3 h. After cooling the resulting precipitate was filtered and washed with large amounts of water(1 L), followed by acetonitrile and dichloromethane. 2:69 g (12:6 mmol 84%) of 5 was isolated as an orange powder. – Elemental analysis (C8H6N8, 214.19) exp. (calcd.)in %: C 44.90 (44.86),N 52.03 (52.32), H 2.90 (2.82).- DSC (5 C min1) : Tdec:: 200 C (onset). – 1H NMR([D6]DMSO, 25 C, ppm): d =7.35 (m, 1H, C-H), 8.16 (m,1H, C-H), 8.81 (m, 1H, C-H). – 13C NMR ([D6]DMSO,25 C, ppm): d =117.1 (1C), 121.5 (1C), 132.4 (1C), 153.1(1C). – Raman: n (cm-1)=3158 (10), 3126 (5), 3113 (10),1912 (5), 1537 (7), 1500 (8), 1490 (100), 1407 (13), 1372(2), 1318 (13), 1282 (7), 1254 (2), 1129 (5), 1091 (16), 1048(4), 962 (54), 895 (5), 858 (3), 801 (33), 747 (2), 665 (3), 613 (2). – IR (25 C, ATR): n (cm1)=3155 (w), 3122 (w), 3110(w), 1775 (vw), 1702 (vw), 1648 (vw), 1614 (vw), 1531 (w),1522 (w), 1475 (s), 1366 (w), 1321 (s), 1301 (m), 1260 (m),1233 (w), 1214 (m), 1153 (w), 1104 (m), 1068 (m), 1038(vs), 971 (s), 946 (s), 926 (m), 898 (s), 854 (vs), 762 (vs),693 (w).

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.

Application of 30169-25-6, 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. 30169-25-6 name is 3,6-Bis(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazine, 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.

To a mixture of 1 (20.5g, 76mmol) in acetonitrile (228ml) was added 80% hydrazine hydrate (4.7g, 76mmol) dropwise at 0C. A red precipitate formed immediately. The mixture was allowed to stir for 30min at ambient temperature, filtered, washed with toluene and dried to give 10.2g of pure material. The mother liquid was concentrated under reduced pressure and the residue treated with toluene, filtered and dried to give an additional 3.3g of pure material for a combined yield of 87.3% of a red solid. mp 135-137C; IR numax (KBr)/cm-1: 3336, 3225, 2929, 1652, 1568, 1481, 1165, 1074; 1H NMR (400MHz, DMSO-d6) delta: 9.75(s, 1H,NH), 6.17(s, 1H, CH), 4.60(s, 2H, NH2), 2.37(s, 3H, CH3), 2.21(s, 3H, CH3); 13CNMR(100MHz, DMSO-d6) delta: 162.9, 157.0, 149.9, 141.2, 108.3, 13.2, 12.0.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,6-Bis(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 30169-25-6, name is 3,6-Bis(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazine, belongs to pyrazoles-derivatives 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 30169-25-6, Formula: C12H14N8

1,2,4,5-tetrazine-3,6-diamine (56 mg, 0.5 mmol) was added to 3,6-bis(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazine (270 mg, 1 mmol) and K2CO3 (138 mg, 1 mmol) with 10 mL acetonitrile, and refluxed (80C) for 20 hours. Reaction was monitored with TLC using a 3:1 CCl4:CH3CN solvent system. The resulting dark, viscous solution was cooled with 10 mL ice water followed by 5% HCl added dropwise until the pH was about 1. The red precipitate was filtered and washed with water to yield 250 mg (109% yield, due to water in the sample).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

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. 30169-25-6, name is 3,6-Bis(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazine, A new synthetic method of this compound is introduced below., Quality Control of 3,6-Bis(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazine

The synthesis and basic properties of the investigated compounds were described earlier in a previously published articles [27,34], except from molecule Tz2Pyr2 which was prepared by a standard procedure [23], stirring 1eq. of TzPyr2 with 1 eq. of piperazine in acetonitrile at 60, cool down after one hour and filtering off the pure product. The NMR of Tz2Pyr2 is provided in the ESI section. In all measurements, a solution of an investigated compound was prepared in a 0.1 M tetrabutylammonium tetrafluoroborate (Bu4NBF4; Sigma Aldrich 98%)/dichloromethane (Sigma Aldrich 99.9%) supporting electrolyte. Electrochemical analysis was performed for the solutions using a concentration of 2 mM of corresponding s-tetrazine derivative in supporting electrolyte, while for the spectroelectrochemical investigations a1 mM concentration was used.

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.

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. 30169-25-6, name is 3,6-Bis(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazine, A new synthetic method of this compound is introduced below., Quality Control of 3,6-Bis(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazine

Benzimidazole (248 mg, 2.1 mmol) was added to tetrazine 1a (270 mg, 1 mmol) in acetonitrile (5 mL), the mixture was stirred for 3 h with heating to 75 C. Then, after hot filtration, the substance was washed with hot acetonitrile on the filter. The yield was 299 mg (95%). A red powder, m.p. 332-334 C. Found (%): C, 60.74; H, 3.41; N, 35.42. C16H10N8. Calculated (%): C, 61.14; H, 3.21; N, 35.65. 1H NMR (DMSO-d6), delta: 7.48-7.55, 7.56-7.62, 7.91-7.97, 8.45-8.52 (both m, 2 H each, H(4), H(5), H(6), H(7) in benzimidazolyls); 9.43 (both s, 2 H each, H(2) in benzimidazolyls). 13C NMR (DMSO-d6), delta: it was technically impossible to register 13C NMR spectrum because of the poor solubility of compound 1d.

The synthetic route of 30169-25-6 has been constantly updated, and we look forward to future research findings.