Some tips on 84956-71-8

The synthetic route of 84956-71-8 has been constantly updated, and we look forward to future research findings.

84956-71-8, 2-(tert-Butyl)-4,5-dichloropyridazin-3(2H)-one is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,84956-71-8

PREPARATION EXAMPLE 1 Preparation of 2-t-butyl-4-chloro-5-[4-(2-isopropylthioethoxy)-benzyloxy]-3(2H)-pyridazinone (Compound No. 310) In 15 ml of N,N-dimethylformamide were dissolved 1.2 g of 2-t-butyl-4,5-dichloro-3(2H)-pyridazinone and 1.2 g of p-(2-isopropylthioethoxy)benzyl alcohol, and then 0.31 g of powdery potassium hydroxide was added thereto. The resulting mixture was stirred overnight at room temperature, poured into water, extracted with diethyl ether, washed with water, dried over anhydrous sodium sulfate and then freed of the diethyl ether by distillation under reduced pressure. The resulting solid was recrystallized from n-hexane to obtain 1.2 g of the aimed compound, m.p. 82.0~84.5 C. 1 H-NMR (CDCl3, delta, TMS): 1.28 (3H, d, J=6.5 Hz), 1.62 (9H, s), 2.90 (2H, t, J=7.0 Hz), 2.90 (1H, dq, J=6.5 Hz), 4.12 (2H, t, J=7.0 Hz), 5.21 (2H, s), 6.85 (2H, d, J=8.4 Hz), 7.29 (2H, d, J=8.4 Hz), 7.69 (1H, s).

The synthetic route of 84956-71-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Nissan Chemical Industries, Ltd.; US4837217; (1989); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Brief introduction of 84956-71-8

As the paragraph descriping shows that 84956-71-8 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.84956-71-8,2-(tert-Butyl)-4,5-dichloropyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

84956-71-8, (1) Into 225 ml of a 3.0M diethyl ether solution of methyl magnesium bromide, 170 ml of an absolute ether solution of 74.40 g of 4,5-dichloro-2-tert-butyl-pyridazin-3-(2H)-one was dropwise added under cooling with ice at a temperature of from 5 to 10 C. After completion of the dropwise addition, the mixture was stirred at a temperature of from 5 to 10 C. for two hours. Then, 158 ml of 6N hydrochloric acid was added to the reaction solution, and then 600 ml of diethyl ether was added thereto for liquid separation. The ether layer was washed with a saturated sodium chloride aqueous solution and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the residue was subjected to silica gel column chromatography. From a fraction of n-hexane:ethyl acetate=9:1, 24.45 g of oily 2-tert-butyl-5-chloro-4-methylpyridazin-3-(2H)-one, was obtained.

As the paragraph descriping shows that 84956-71-8 is playing an increasingly important role.

Reference£º
Patent; Ishihara Sangyo Kaisha Ltd.; US5763439; (1998); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Some tips on 84956-71-8

The synthetic route of 84956-71-8 has been constantly updated, and we look forward to future research findings.

84956-71-8, 2-(tert-Butyl)-4,5-dichloropyridazin-3(2H)-one is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,84956-71-8

General procedure: A solution of the substituted pyridazinone and either a benzylic alcohol or benzylic bromide in dimethylformamide was treated with cesium carbonate then optionally heated to 55-80 C. After cooling to ambient temperature, the crude product was isolated as a solution in ethyl acetate, washed with water and aqueous sodium chloride then dried, filtered and concentrated. Subsequent purification by chromatography on silica afforded the title compound.

The synthetic route of 84956-71-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Lantheus Medical Imaging, Inc.; Cesati, Richard R.; Radeke, Heike S.; Pandey, Suresh K.; Purohit, Ajay; Robinson, Simon P.; US2015/196672; (2015); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Some tips on 84956-71-8

The synthetic route of 84956-71-8 has been constantly updated, and we look forward to future research findings.

84956-71-8, 2-(tert-Butyl)-4,5-dichloropyridazin-3(2H)-one is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,84956-71-8

REFERENCE EXAMPLE 1 Synthesis of 2-tert.-butyl-5-chloro-4-methyl-3(2H)-pyridazinone (starting material) To a solution of 6.0 g (0.25 mol) of magnesium in 50 ml of dry tetrahydrofuran was added dropwise 35.5 g (0.25 mol) of methyl iodide under stream of nitrogen to produce a Grignard reagent. After completion of adding the methyl iodide, 1000 ml of dry toluene was added thereto. The resulting solution was heated to 60 to 70 C. and added dropwise with methyl iodide until the magnesium was completely consumed. The resulting Grignard reagent was cooled to room temperature and was added dropwise over 20 minutes with 22.1 g (0.1 mol) of 2-tert.-butyl-4,5-dichloro-3(2H)-pyridazinone dissolved in 200 ml of dry toluene. After completion of adding, the reaction liquid was subjected to reaction for 1.5 hours at room temperature and then poured into a solution of 100 ml of conc. hydrochloric acid in 900 ml of ice-water to effect extraction. The resulting organic layer was then washed with 500 ml of 10% aqueous solution of sodium hydroxide and then with 500 ml of water, and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to give 17.2 g of a crude product. The crude product was subjected to distillation (boiling point: 60 to 62 C./0.22 mmHg) and then column chromatography (silica gel; hexane_acetone=15:1) for separation and purification to give 4.5 g of 2-tert.-butyl-5-chloro-4-methyl-3(2H)-pyridazinone. ND20 =1.5238. NMR (CDCl3, delta, TMS): 1.63 (9H, s), 2.23 (3H, s), 7.66 (1H, s).

The synthetic route of 84956-71-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Nissan Chemical Industries, Ltd.; US4874861; (1989); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Simple exploration of 84956-71-8

The synthetic route of 84956-71-8 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.84956-71-8,2-(tert-Butyl)-4,5-dichloropyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

Example 6 Synthesis of 2-tert.-butyl-4-chloro-5-[4-(1,1,2-trifluoro-2-trifluoromethoxy-ethoxy)-alpha-methyl-benzyloxy]-3(2H)-pyridazinone [Compound (1)] 1.5 g of 4-(1,1,2-trifluoromethoxy-ethoxy)-alpha-methylbenzyl alcohol (Example 1) were added to a suspension of 0.24 g of sodium hydride (50% in 10 ml of formaldehyde) and 15 minutes later 1.1 g of 2-tert.-butyl-4,5-dichloro-3(2H)-pyridazinone were added to the resulting mixture. The reaction mixture was stirred for 1 hour at room temperature, diluted with ether and washed with diluted HCl and brine. The washed solution was thoroughly dried, the solvent was evaporated and the crude reaction product thus obtained was chromatographed on silica gel with 9/1 hexane/ethyl acetate. Thus 0.9 g of pure product were obtained.

The synthetic route of 84956-71-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MINISTERO DELL’ UNIVERSITA’ E DELLA RICERCA SCIENTIFICA E TECNOLOGICA; EP391390; (1990); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Simple exploration of 84956-71-8

The synthetic route of 84956-71-8 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.84956-71-8,2-(tert-Butyl)-4,5-dichloropyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

Example 6 Synthesis of 2-tert.-butyl-4-chloro-5-[4-(1,1,2-trifluoro-2-trifluoromethoxy-ethoxy)-alpha-methyl-benzyloxy]-3(2H)-pyridazinone [Compound (1)] 1.5 g of 4-(1,1,2-trifluoromethoxy-ethoxy)-alpha-methylbenzyl alcohol (Example 1) were added to a suspension of 0.24 g of sodium hydride (50% in 10 ml of formaldehyde) and 15 minutes later 1.1 g of 2-tert.-butyl-4,5-dichloro-3(2H)-pyridazinone were added to the resulting mixture. The reaction mixture was stirred for 1 hour at room temperature, diluted with ether and washed with diluted HCl and brine. The washed solution was thoroughly dried, the solvent was evaporated and the crude reaction product thus obtained was chromatographed on silica gel with 9/1 hexane/ethyl acetate. Thus 0.9 g of pure product were obtained.

The synthetic route of 84956-71-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MINISTERO DELL’ UNIVERSITA’ E DELLA RICERCA SCIENTIFICA E TECNOLOGICA; EP391390; (1990); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Downstream synthetic route of 84956-71-8

84956-71-8 2-(tert-Butyl)-4,5-dichloropyridazin-3(2H)-one 2782225, apyridazine compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.84956-71-8,2-(tert-Butyl)-4,5-dichloropyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

crude oil thus obtained in dry dimethylformamide (5.00 mL) then 2-(t-butyl)-4,5-dichloro-2-hydropyridazin-3-one (0.166 g, 0.750 mmol) and cesium carbonate (0.326,1.00mmol ) it was treated at ambient temperature, each one time. Then, the resulting suspension was immersed in an oil bath , with vigorous stirring, and maintained for 21 hours at 65 C.After cooling to ambient temperature, a funnel suspension is separated and transferred to the water and ethyl acetate (each 20 ml) divided into, a separating layer. Next, the washing and drying (2¡Á20mL) ethyl acetate, ethyl acetate aqueous layer in combination with magnesium sulfate, filtration, the amber color of the concentrated oil under reduced pressure. Subsequently, coarse material, 7:3 hydroxypentanoic/ethyl acetate is used, is purified by using silica chromatography (30¡Á180mm). 200-350mL peak elution of the collecting main product, pools, in reduced pressure to concentrate the white solid (0. 191g, 0. 400mmol; 79. 9%).1H NMR : (300MHz, CDCl3) delta7. 71 (1H, s), 7. 15 (1H, d, J = 1. 9Hz), 6. 92 (1H, d, J = 2. 0Hz), 5. 21 (2H, s), 4. 74 (2H, dt, J = 47. 1, 5. 9Hz), 4. 13 (2H, t, J = 6. 0Hz), 3. 86 (3H, s), 2. 17 (2H, dtt, J = 25. 5, 6. 0, 6. 0Hz), 1. 64 (9H, s).13C NMR : (75MHz, CDCl3) delta158. 9,154. 1,153. 4,145. 8,131. 9,125. 0,123. 2,118. 6,118. 0,110. 2, 81. 0 (d, JCF= 164Hz), 71. 0, 68. 9 (d, JCF= 5. 5Hz), 66. 5, 56. 1, 31. 3 (d, JCF= 20. 2Hz), 27. 8. HRMS C19H2379Br35ClN2O4to calculated value (M+H): 477. 0587 ; measured value: 477. 0589. TLC: Rf0. 15 (silica gel, 4:1 hydroxypentanoic/ethyl acetate, CAM).

84956-71-8 2-(tert-Butyl)-4,5-dichloropyridazin-3(2H)-one 2782225, apyridazine compound, is more and more widely used in various.

Reference£º
Patent; LANTHEUS MEDICAL IMAGING INCORPORATED; CESATI, RICHARD R; RADEKE, HEIKE S; PANDEY, SURESH K; PUROHIT, AJAY; ROBINSON, SIMON P; (297 pag.)JP2015/531760; (2015); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Brief introduction of 84956-71-8

As the paragraph descriping shows that 84956-71-8 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.84956-71-8,2-(tert-Butyl)-4,5-dichloropyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

Synthesis of 2-tert-Butyl-4-chloro-5-thio-3(2H)-pyridazinone To 0.5 g of 2-tert-Butyl-4,5-dichloro-3(2H)-pyridazinone was added 7 ml water and sodium sulfide (0.53 g, 6.81 mmol) and the mixture was heated to 80 C. until all the solid dissolved. The solution was then cooled to room temperature and concentrated HCl was carefully added to give a yellow precipitate, which was filtered and washed with cold water. Crystallization from hexanes afforded the product as a white solid (270 mg).

As the paragraph descriping shows that 84956-71-8 is playing an increasingly important role.

Reference£º
Patent; Casebier, David S.; Robinson, Simon P.; Purohit, Ajay; Radeke, Heike S.; Azure, Michael T.; Dischino, Douglas D.; US2005/191238; (2005); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Downstream synthetic route of 84956-71-8

84956-71-8 2-(tert-Butyl)-4,5-dichloropyridazin-3(2H)-one 2782225, apyridazine compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.84956-71-8,2-(tert-Butyl)-4,5-dichloropyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

A solution of the product of part A (0.105 g, 0.300 mmol) in 2-fluoroethanol (1.75 mL) was treated with 11.4 mg p-toluenesulfonic acid hydrate (0.06 mmol; 20 mol %) in one portion at ambient temperature. After 24 h, all volatiles were removed in vacuo, and the residue directly purified by chromatography on silica (30*185 mm) using 4:1 hexanes/ethyl acetate. The main product peak eluting 360-450 mL was collected, pooled and concentrated in vacuo to a colorless oil (81.2 mg, 0.205 mmol; 68.3%). 1H NMR: (300 MHz, DMSO-d6) delta 8.28 (1H, s), 7.55-7.39 (4H, m), 5.44 (2H, s), 4.62-4.52 (1H, m), 4.47-4.36 (1H, m), 3.46-3.34 (1H, m), 3.36-3.25 (1H, m), 1.58 (9H, s), 1.49 (6H, s). 19F NMR: (282 MHz, DMSO-d6) delta -222.01 (1F, tt, J=47.8, 30.6 Hz). 13C NMR: (75 MHz, DMSO-d6) delta 157.8, 153.9, 146.3, 133.9, 127.7, 126.1, 125.8, 115.5, 83.17 (d, J=166.3 Hz), 76.3, 71.2, 65.3, 61.89 (d, J=19.2 Hz), 28.0, 27.4. HRMS Calcd. for C20H2635ClFN2O3 (M+H): 397.1689. found: 397.1695. TLC: Rf 0.51 (silica gel, 3:2 hexanes/ethyl acetate, uv).

84956-71-8 2-(tert-Butyl)-4,5-dichloropyridazin-3(2H)-one 2782225, apyridazine compound, is more and more widely used in various.

Reference£º
Patent; Lantheus Medical Imaging, Inc.; Cesati, Richard R.; Radeke, Heike S.; Pandey, Suresh K.; Purohit, Ajay; Robinson, Simon P.; US2015/196672; (2015); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem