Category: 7270-63-5

7270-63-5, name is 5-Diazo-2,2-dimethyl-1,3-dioxane-4,6-dione, belongs to esters-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. HPLC of Formula: C6H6N2O4

General procedure: To a solution of diazo compound 1 (0.5 mmol) and alkynes (1.1 mmol) in toluene (2 mL) was added rhodium(II) pivalate (0.01 mmol). The reaction mixture was stirred at 60C for 0.5-5 h. The solvent was evaporated in rotary evaporator under reduced pressure to give the residue. The residue was purified by flash column chromatography on silica gel to give the product. 4.2.13. 2,4-Bis(4-(trifluoromethyl)phenyl)-6H-furo[2,3-b]pyran-6-one (5l). Reaction of 1 (85 mg, 0.5 mmol) and 4-ethynyl-alpha,alpha,alpha-trifluorotoluene (187 mg, 1.1 mmol) under Rh2(OPiv)4 (6 mg, 0.01 mmol) afforded 5l (106 mg, 50%) as a solid: mp 158-160 C; 1H NMR (300 MHz, CDCl3) delta 7.82 (2H, d, J=8.1 Hz), 7.76-7.73 (4H, m), 7.65 (2H, d, J=8.1 Hz), 6.94 (1H, s), 6.26 (1H, s); 13C NMR (75 MHz, CDCl3) delta 158.6, 152.1, 147.3, 138.4, 131.9, 128.2, 127.9, 126.4, 126.3, 126.3, 126.1, 126.0, 125.1, 123.7, 106.4, 102.4, 99.5; IR (KBr) 3125, 1728, 1616, 1528, 1325, 1127, 837, 672 cm-1; HRMS m/z (M+) calcd for C21H10F6O3: 424.0534. Found: 424.0532.

The synthetic route of 7270-63-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Somai Magar, Krishna Bahadur; Lee, Yong Rok; Kim, Sung Hong; Tetrahedron; vol. 69; 44; (2013); p. 9294 – 9302;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 7270-63-5, name is 5-Diazo-2,2-dimethyl-1,3-dioxane-4,6-dione belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C6H6N2O4

General procedure: Rh/Au catalyzed (but-3-yn-1-yl)-aniline trapping with diazos: To a 4.0 mL vial equipped with a magnetic stir bar was added Rh2(esp)2 (1 mol %), PPh3AuCl (10 mol %), and AgSbF6 (10 mol %) directly into the reaction vessel. A solution of (but-3-yn-1-yl)-aniline (1.1 equiv.) was then added. Lastly, the diazo (1.0 equiv.) was added. The reaction vessel was sealed and allowed to stir at reflux for 16 h (Take caution when opening reaction flask. Evolution of N2 gas creates pressurized system.) After this time, the crude reaction mixture was filtered through a slurry of celite/silica gel, concentrated, and analyzed via crude 1H NMR. The crude mixture was then purified via flash chromatography to furnish functionalized spiropyrrolidines.

The synthetic route of 7270-63-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hunter, Arianne C.; Almutwalli, Bilal; Bain, Anae I.; Sharma, Indrajeet; Tetrahedron; vol. 74; 38; (2018); p. 5451 – 5457;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 7270-63-5, name is 5-Diazo-2,2-dimethyl-1,3-dioxane-4,6-dione, 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. Computed Properties of C6H6N2O4

General procedure: To a solution of diazo compound 1 (0.5 mmol) and alkynes (1.1 mmol) in toluene (2 mL) was added rhodium(II) pivalate (0.01 mmol). The reaction mixture was stirred at 60C for 0.5-5 h. The solvent was evaporated in rotary evaporator under reduced pressure to give the residue. The residue was purified by flash column chromatography on silica gel to give the product. 4.2.1. 2,4-Diphenyl-6H-furo[2,3-b]pyran-6-one (4). Reaction of 1 (85 mg, 0.5 mmol) and phenylacetylene (112 mg, 1.1 mmol) under Rh2(OPiv)4 (6 mg, 0.01 mmol) afforded 4 (86 mg, 60%) as a solid: mp 88-90 C; 1H NMR (300 MHz, CDCl3) delta 7.64-7.62 (4H, m), 7.55-7.52 (3H, m), 7.39 (2H, t, J=7.5 Hz), 7.30 (1H, d, J=7.5 Hz), 6.87 (1H, s), 6.21 (1H, s); 13C NMR (75 MHz, CDCl3) delta 159.6, 159.1, 154.0, 148.7, 135.3, 131.0, 129.4, 129.1, 128.5, 127.7, 123.7, 105.0, 101.0, 99.9; IR (KBr) 1724, 1607, 1526, 1379, 1295, 1195, 826, 761, 687 cm-1; HRMS m/z (M+) calcd for C19H12O3: 288.0786. Foud: 288.0790.

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

Reference:
Article; Somai Magar, Krishna Bahadur; Lee, Yong Rok; Kim, Sung Hong; Tetrahedron; vol. 69; 44; (2013); p. 9294 – 9302;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 7270-63-5, 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. 7270-63-5, name is 5-Diazo-2,2-dimethyl-1,3-dioxane-4,6-dione belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a solution of diazo compound 1 (0.5 mmol) and alkynes (1.1 mmol) in toluene (2 mL) was added rhodium(II) pivalate (0.01 mmol). The reaction mixture was stirred at 60C for 0.5-5 h. The solvent was evaporated in rotary evaporator under reduced pressure to give the residue. The residue was purified by flash column chromatography on silica gel to give the product. 4.2.11. 2,4-Bis(3-chlorophenyl)-6H-furo[2,3-b]pyran-6-one (5j). Reaction of 1 (85 mg, 0.5 mmol) and 3-chloro-1-ethynylbenzene (149 mg, 1.1 mmol) under Rh2(OPiv)4 (6 mg, 0.01 mmol) afforded 5j (71 mg, 40%) as a solid: mp 198-200 C; 1H NMR (300 MHz, CDCl3) delta 7.57-7.56 (2H, m), 7.49-7.45 (4H, m), 7.31-7.19 (2H, m), 6.82 (1H, s), 6.16 (1H, s); 13C NMR (75 MHz, CDCl3) delta 159.1, 158.8, 152.2, 147.3, 136.7, 135.4, 135.1, 130.9, 130.6, 130.4, 130.2, 128.4, 127.5, 125.6, 123.6, 121.7, 105.7, 101.6, 99.4; IR (KBr) 3084, 1748, 1606, 1526, 1261, 1180, 1094, 785 cm-1; HRMS m/z (M+) calcd for C19H10Cl2O3: 356.0007. Found: 356.0007.

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-Diazo-2,2-dimethyl-1,3-dioxane-4,6-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Somai Magar, Krishna Bahadur; Lee, Yong Rok; Kim, Sung Hong; Tetrahedron; vol. 69; 44; (2013); p. 9294 – 9302;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 7270-63-5,Some common heterocyclic compound, 7270-63-5, name is 5-Diazo-2,2-dimethyl-1,3-dioxane-4,6-dione, molecular formula is C6H6N2O4, 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.

General procedure: To a solution of diazo compound 1 (0.5 mmol) and alkynes (1.1 mmol) in toluene (2 mL) was added rhodium(II) pivalate (0.01 mmol). The reaction mixture was stirred at 60C for 0.5-5 h. The solvent was evaporated in rotary evaporator under reduced pressure to give the residue. The residue was purified by flash column chromatography on silica gel to give the product. 4.2.10. 2,4-Bis(3-fluorophenyl)-6H-furo[2,3-b]pyran-6-one (5i). Reaction of 1 (85 mg, 0.5 mmol) and 1-ethynyl-3-fluorobenzene (132 mg, 1.1 mmol) under Rh2(OPiv)4 (6 mg, 0.01 mmol) afforded 5i (69 mg, 43%) as a solid: mp 128-130 C; 1H NMR (300 MHz, CDCl3) delta 7.39-7.37 (3H, m), 7.34-7.27 (3H, m), 7.20-7.18 (1H, m), 6.99-6.96 (1H, m), 6.84 (1H, s), 6.18 (1H, s); 13C NMR (75 MHz, CDCl3) delta 164.6, 161.4, 159.0, 158.9, 152.3, 147.4, 137.0, 136.9, 131.1, 130.7, 123.3, 119.3, 117.9, 115.4, 114.7, 110.7, 105.6, 101.6, 99.4; IR (KBr) 2928, 1761, 1715, 1588, 1437, 1240, 1181, 1076, 926, 784, 692 cm-1; HRMS m/z (M+) calcd for C19H10F2O3: 324.0598. Found: 324.0599.

The synthetic route of 7270-63-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Somai Magar, Krishna Bahadur; Lee, Yong Rok; Kim, Sung Hong; Tetrahedron; vol. 69; 44; (2013); p. 9294 – 9302;,
Ester – Wikipedia,
Ester – 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. 7270-63-5, name is 5-Diazo-2,2-dimethyl-1,3-dioxane-4,6-dione, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C6H6N2O4

Add 2-phenylquinazolin-4(3H)-one (44.4 mg, 0.2 mmol), 5-diazomic acid (74.9 mg, 0.44 mmol), [Cp*IrCl2]2 (3.2 mg, 2 mol%), AgNTf2 (7.8 mg, 0.02 mmol) and 2 mL of MeOH, after reacting at 80 oC for 24 h, it was cooled to room temperature. The reaction solution was concentrated under reduced pressure to obtain a crude product. The crude product was subjected to column chromatography (eluent: petroleum ether / acetone = 15/1, v / v) to obtain the target product 65.9 mg, a white solid, with a yield of 90%.

According to the analysis of related databases, 7270-63-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sichuan University; Wu Yong; Hai Li; Yu Xinling; Li Jianglian; He Hua; (7 pag.)CN110272392; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 7270-63-5, 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. 7270-63-5 name is 5-Diazo-2,2-dimethyl-1,3-dioxane-4,6-dione, 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.

General procedure: 1- (3,4,5-trimethoxyphenyl) hexan-1-one (3aa) (53.3 mg, 0.2 mmol, 100 mol%),[IrCp * Cl 2] 2 (3.2 mg, 0.004 mmol, 2 mol%) or[RhCp * Cl 2] 2 (2.5 mg, 0.004 mmol, 2 mol%),AgNTf2 (6.2 mg, 0.016 mmol, 8 mol%),AgOAc (2.6 mg, 0.016 mmol, 8 mol%) andIn an oven-dried sealed tube filled with 5-diazo-2,2-dimethyl-1,3-dioxane-4,6-dione (4a) (40.8 mg, 0.24 mmol, 120 mol%), EtOH (18.4 mg, 0.4 mmol, 200 mol%) and DCE (1 mL) were added in air at room temperature.The reaction mixture was stirred at 60 C for 20 h. The reaction mixture was cooled to rt, diluted with EtOAc (3 mL) and concentrated in vacuo. The residue was purified by flash column chromatography (n-hexane / EtOAc = 12: 1) to give 5aa (50.2 mg, 71%) as a yellow solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Diazo-2,2-dimethyl-1,3-dioxane-4,6-dione, and friends who are interested can also refer to it.

Reference:
Patent; SUNGKYUNKWAN University Research & Business Foundation; Kim In-su; Kim Hyeong-sik; (40 pag.)KR2019/87836; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

7270-63-5, name is 5-Diazo-2,2-dimethyl-1,3-dioxane-4,6-dione, belongs to esters-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. HPLC of Formula: C6H6N2O4

General procedure: To a solution of diazo compound 1 (0.5 mmol) and alkynes (1.1 mmol) in toluene (2 mL) was added rhodium(II) pivalate (0.01 mmol). The reaction mixture was stirred at 60C for 0.5-5 h. The solvent was evaporated in rotary evaporator under reduced pressure to give the residue. The residue was purified by flash column chromatography on silica gel to give the product. 4.2.13. 2,4-Bis(4-(trifluoromethyl)phenyl)-6H-furo[2,3-b]pyran-6-one (5l). Reaction of 1 (85 mg, 0.5 mmol) and 4-ethynyl-alpha,alpha,alpha-trifluorotoluene (187 mg, 1.1 mmol) under Rh2(OPiv)4 (6 mg, 0.01 mmol) afforded 5l (106 mg, 50%) as a solid: mp 158-160 C; 1H NMR (300 MHz, CDCl3) delta 7.82 (2H, d, J=8.1 Hz), 7.76-7.73 (4H, m), 7.65 (2H, d, J=8.1 Hz), 6.94 (1H, s), 6.26 (1H, s); 13C NMR (75 MHz, CDCl3) delta 158.6, 152.1, 147.3, 138.4, 131.9, 128.2, 127.9, 126.4, 126.3, 126.3, 126.1, 126.0, 125.1, 123.7, 106.4, 102.4, 99.5; IR (KBr) 3125, 1728, 1616, 1528, 1325, 1127, 837, 672 cm-1; HRMS m/z (M+) calcd for C21H10F6O3: 424.0534. Found: 424.0532.

The synthetic route of 7270-63-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Somai Magar, Krishna Bahadur; Lee, Yong Rok; Kim, Sung Hong; Tetrahedron; vol. 69; 44; (2013); p. 9294 – 9302;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

7270-63-5,Some common heterocyclic compound, 7270-63-5, name is 5-Diazo-2,2-dimethyl-1,3-dioxane-4,6-dione, molecular formula is C6H6N2O4, 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.

General procedure: To a solution of diazo compound 1 (0.5 mmol) and alkynes (1.1 mmol) in toluene (2 mL) was added rhodium(II) pivalate (0.01 mmol). The reaction mixture was stirred at 60C for 0.5-5 h. The solvent was evaporated in rotary evaporator under reduced pressure to give the residue. The residue was purified by flash column chromatography on silica gel to give the product. 4.2.17. 2,4-Di(phenanthren-9-yl)-6H-furo[2,3-b]pyran-6-one (5p). Reaction of 1 (85 mg, 0.5 mmol) and 9-ethynylphenanthrene (222 mg, 1.1 mmol) under Rh2(OPiv)4 (6 mg, 0.01 mmol) afforded 5p (98 mg, 40%) as a solid: mp 156-158 C; 1H NMR (300 MHz, CDCl3) delta 8.81-8.62 (4H, m), 8.23 (1H, d, J=7.5 Hz), 8.04-7.85 (5H, m), 7.78-7.53 (8H, m), 6.52 (1H, s), 6.42 (1H, s); 13C NMR (75 MHz, CDCl3) delta 159.3, 158.4, 154.2, 147.8, 131.8, 130.7, 130.6, 130.5, 130.5, 130.2, 129.1, 129.0, 128.8, 128.5, 128.4, 128.0, 127.9, 127.5, 127.4, 127.2, 127.1, 126.9, 126.9, 126.8, 126.7, 125.9, 125.3, 124.8, 123.1, 122.9, 122.5, 122.3, 107.5, 106.0, 101.3; IR (KBr) 2923, 1714, 1646, 1533, 1411, 1266, 1166, 1032, 962, 826, 750 cm-1; HRMS m/z (M+) calcd for C35H20O3: 488.1412. Found: 488.1411.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Diazo-2,2-dimethyl-1,3-dioxane-4,6-dione, its application will become more common.

Reference:
Article; Somai Magar, Krishna Bahadur; Lee, Yong Rok; Kim, Sung Hong; Tetrahedron; vol. 69; 44; (2013); p. 9294 – 9302;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics