Category: 24332-20-5

Electric Literature of 24332-20-5, These common heterocyclic compound, 24332-20-5, name is 1,1,2-Trimethoxyethane, 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.

EXAMPLE 2 Concentrated hydrochloric acid (0.84 ml) was added to a stirred mixture of 2-methoxyacetaldehyde dimethyl acetal (12.6 g) and water (59 ml) and the resultant solution was heated to 40 C. for 2 hours. The solution was cooled to ambient temperature and basified to pH8 by the addition of a saturated aqueous sodium bicarbonate solution. The mixture so obtained was added to a stirred suspension of 6-amino-4-(3′,4′-difluoroanilino)quinazoline hydrochloride (6.4 g) in a mixture of glacial acetic acid (1.26 g) and ethanol (750 ml). Sodium cyanoborohydride (2.64 g) was added and the mixture was stirred at ambient temperature for 16 hours. The mixture was evaporated and the residue was partitioned between methylene chloride and water. The organic phase was dried (MgSO4) and evaporated. The residue was purified by column chromatography using increasingly polar mixtures of methylene chloride and methanol as eluent. There was thus obtained 4-(3′,4′-difluoroanilino)-6-(2-methoxyethylamino)quinazoline (5.2 g, 69%), m.p. 150-153 C.; NMR Spectrum: (CD3 SOCD3 +CD3 CO2 D) 3.33 (s, 3H), 3.43 (t, 2H), 3.63 (t, 2H), 7.5 (m, 5H), 7.96 (m, 1H), 8.56 (s, 1H); Elemental Analysis: Found C, 61.1; H, 4.9; N, 16.5; C17 H16 F2 N4 O 0.2H2 O requires C, 61.1; H, 4.95; N, 16.8%.

The synthetic route of 24332-20-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zeneca Limited; US5942514; (1999); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 24332-20-5, name is 1,1,2-Trimethoxyethane, belongs to ethers-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 24332-20-5, COA of Formula: C5H12O3

Reaction of cis – cedimnylene glycol with methoxyacetaldehyde dimethylacetal24 g (0.1 mol) of cis-cedrylene glycol (using 26 g of a GC content of 92%), 127.6 g (1.45 mol)Methoxyacetaldehyde dimethyl acetal and 0.4 g of concentrated sulfuric acid were stirred at 10 C for 24 hours. At the end of the reaction, methyl tert-butyl was addedEther, washed with a 5% solution of sodium hydrogencarbonate, and the low boiling components removed by distillation. After the addition of n-hexane, unreacted cis-isomer was addedType – cypressane diol crystallization, filtration separation. After concentration of the filtrate by evaporation, 30.4 g of crude product was obtained. According toThe content of the compounds of formulas (X) and (XI) in the product obtained by GC analysis was 51% (corresponding to a theoretical yield of 50%). The originalThe material was dissolved in dipropylene glycol (DPG) to prepare a solution of the compound of formulas (X) and (XI) in an amount of 10% by weightExample (VIII): (IX) = 1: 6.2).For analytical purposes, cyclohexane / ethyl acetate eluant (60/1) was passed through silica gel 60 (0.04-0.063 mm)(X) and (XI) in the crude product were separated from each other by liquid chromatography on a liquid chromatograph. (X)Of the compound has a purity of 99.4% and the purity of the compound of formula (XI) is 96.9%.Compounds of formula (X): & lt; EMI ID =

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, 1,1,2-Trimethoxyethane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Simrose Corporation; Bei, Ende hhuoersiche; (41 pag.)CN105228993; (2016); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 24332-20-5,Some common heterocyclic compound, 24332-20-5, name is 1,1,2-Trimethoxyethane, molecular formula is C5H12O3, 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.

Step 3: (E)-5-((5,6-dimethoxypyridin-3-ylimino)methyl)-2,2-dimethyl-1,3-dioxane-4,6-dione A round bottom flask was charged with 2-methoxyacetaldehyde dimethyl acetal (2076 mul, 2076 mumol) and 2,2-dimethyl-1,3-dioxane-4,6-dione (299 mg, 2076 mumol). The flask was fitted with a reflux condenser and the mixture was heated at 100 C. for 2 h under nitrogen. 5,6-Dimethoxypyridin-3-amine (320 mg, 2076 mumol) was added, and within a minute a solid had precipitated out of solution. The heterogeneous mixture was heated at 100 C. for 10 min. The mixture was cooled to RT and the solids were filtered and washed with hexanes. (E)-5-((5,6-dimethoxypyridin-3-ylimino)methyl)-2,2-dimethyl-1,3-dioxane-4,6-dione was isolated as a yellow/orange solid. MS [M+H]=309.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,1,2-Trimethoxyethane, its application will become more common.

Reference:
Patent; CEE, Victor J.; DEAK, Holly L.; DU, Bingfan; GEUNS-MEYER, Stephanie D.; HUA, Zihao; MARTIN, Matthew W.; MARX, Isaac; NGUYEN, Hanh Nho; OLIVIERI, Philip R.; PANTER FABER, Kathleen; ROMERO, Karina; SCHENKEL, Laurie; WHITE, Ryan; US2014/336182; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 24332-20-5, 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. 24332-20-5, name is 1,1,2-Trimethoxyethane, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 1,1,2-trimethoxyethane (132 mg, 0.46 mmol) in H2O (1 mL), was added TFA (1 mL). The reaction mixture was stirred at 50 for 5 min. The resulting colorless solution was used as such in the following step.

The chemical industry reduces the impact on the environment during synthesis 1,1,2-Trimethoxyethane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; REMEDY PLAN, INC.; CRIMMINS, Gregory, Thomas; DE JESUS DIAZ, Dennise, Alexandra; BHURRUTH-ALCOR, Yushma; (483 pag.)WO2019/213570; (2019); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 24332-20-5, 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 24332-20-5 as follows.

To a solution of 1,1,2-trimethoxy-ethane (25.0 g, 208.07 mmol) in methanol (125 mL) was added NH2OH.HCl (14.45 g, 208.07 mmol) at 0 C. The mixture was stirred for 16 h at room temperature. The mixture was cooled to 10 C. and aqueous NaOH solution (8.32 g, 208 mmol in 65 mL water) was added. The mixture was then stirred for 4 h at room temperature. The mixture was concentrated in vacuo and the remanence extracted with EtOAc (2×100 mL). The combined organic layers were dried over Na2SO4 and evaporated to dryness to give the crude oxime as a pale yellow liquid (12.0 g, 62%).

According to the analysis of related databases, 24332-20-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; H. Lundbeck A/S; US2012/252853; (2012); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 24332-20-5, 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. 24332-20-5 name is 1,1,2-Trimethoxyethane, 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 methoxyacetaldehyde dimethylacetal (5 g, 41.63 mmol) in methanol (20 ml) was added a solution of hydroxylamine hydrochloride (2.9 g, 41.73 mmol) in water (10 ml). The reaction was stirred at room temperature for 18 hours. To the reaction was then added an aqueous solution of sodium hydroxide (1.67 g, 41.6 mmol in 10 ml water) and stirred for 3 hours at room temperature. The methanol was removed in vacuo and the mixture acidified with concentrated hydrochloric acid to pH 5-6, before extracting with f-butylmethyl ether, drying over Na2SO4 and concentrating in vacuo to afford the title compound as a 1.5:1 mixture of E/Z isomers (2.64 g, 71% yield).1HNMR (CDCI3): 3.4 (m, 3H), 4.05 (d, 1.2H), 4.3 (d, 0.8H), 6.9 (t, 0.4H), 7.5 (t, 0.6H), 8.55 (br s, 0.6H), 8.85 (br s, 0.4H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,1,2-Trimethoxyethane, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER LIMITED; WO2008/135826; (2008); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 24332-20-5, These common heterocyclic compound, 24332-20-5, name is 1,1,2-Trimethoxyethane, 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.

EXAMPLE 2 Concentrated hydrochloric acid (0.84 ml) was added to a stirred mixture of 2-methoxyacetaldehyde dimethyl acetal (12.6 g) and water (59 ml) and the resultant solution was heated to 40 C. for 2 hours. The solution was cooled to ambient temperature and basified to pH8 by the addition of a saturated aqueous sodium bicarbonate solution. The mixture so obtained was added to a stirred suspension of 6-amino-4-(3′,4′-difluoroanilino)quinazoline hydrochloride (6.4 g) in a mixture of glacial acetic acid (1.26 g) and ethanol (750 ml). Sodium cyanoborohydride (2.64 g) was added and the mixture was stirred at ambient temperature for 16 hours. The mixture was evaporated and the residue was partitioned between methylene chloride and water. The organic phase was dried (MgSO4) and evaporated. The residue was purified by column chromatography using increasingly polar mixtures of methylene chloride and methanol as eluent. There was thus obtained 4-(3′,4′-difluoroanilino)-6-(2-methoxyethylamino)quinazoline (5.2 g, 69%), m.p. 150-153 C.; NMR Spectrum: (CD3 SOCD3 +CD3 CO2 D) 3.33 (s, 3H), 3.43 (t, 2H), 3.63 (t, 2H), 7.5 (m, 5H), 7.96 (m, 1H), 8.56 (s, 1H); Elemental Analysis: Found C, 61.1; H, 4.9; N, 16.5; C17 H16 F2 N4 O 0.2H2 O requires C, 61.1; H, 4.95; N, 16.8%.

The synthetic route of 24332-20-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zeneca Limited; US5942514; (1999); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 24332-20-5, name is 1,1,2-Trimethoxyethane, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1,1,2-Trimethoxyethane

A solution of 1,1,2-trimethoxyethane (838 mg, 6.9 mmol, 901.3 uL) in water (22.0 mL) and HC1 (0.3 mL, 2M) was stirred at 60C for 2h, then extracted with dichloromethane (10.0 mL x 3). The combined organic layers were washed with brine (30.0 mL x 3), dried over Na2 SO4, filtered to give a filtrate. To the filtrate was added the solution of 2-((lr,4r)-4- aminocyclohexyl)isoindoline-1,3-dione (500 mg, 1.4 mmol, TFA) with TEA to pH 7 in MeOH (30.0 mL) and CH3COOH (125 mg, 2.0 mmol, 119.7 uL). And then NaBH3CN (175 mg, 2.7 mmol) was added to above reaction mixture and CH3COOH was added to adjusted pH to 5. The mixture was stirred at 60C for 12 h. The reaction mixture was extracted with dichloromethane (30.0 mL x 3). The combined organic layers were washed with brine (30 mL x 3), dried over Na2SO4, filtered and concentrated under reduced pressure to give 2-((lr,4r)-4-((2- methoxyethyl)amino)cyclohexyl)i soindoline- 1,3 -dione (410 mg, crude).

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 24332-20-5.

Reference:
Patent; QUENTIS THERAPEUTICS, INC.; VACCA, Joseph P.; LI, Dansu; BETTIGOLE, Sarah; (143 pag.)WO2018/222917; (2018); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 24332-20-5, name is 1,1,2-Trimethoxyethane, belongs to ethers-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 24332-20-5, COA of Formula: C5H12O3

Reaction of cis – cedimnylene glycol with methoxyacetaldehyde dimethylacetal24 g (0.1 mol) of cis-cedrylene glycol (using 26 g of a GC content of 92%), 127.6 g (1.45 mol)Methoxyacetaldehyde dimethyl acetal and 0.4 g of concentrated sulfuric acid were stirred at 10 C for 24 hours. At the end of the reaction, methyl tert-butyl was addedEther, washed with a 5% solution of sodium hydrogencarbonate, and the low boiling components removed by distillation. After the addition of n-hexane, unreacted cis-isomer was addedType – cypressane diol crystallization, filtration separation. After concentration of the filtrate by evaporation, 30.4 g of crude product was obtained. According toThe content of the compounds of formulas (X) and (XI) in the product obtained by GC analysis was 51% (corresponding to a theoretical yield of 50%). The originalThe material was dissolved in dipropylene glycol (DPG) to prepare a solution of the compound of formulas (X) and (XI) in an amount of 10% by weightExample (VIII): (IX) = 1: 6.2).For analytical purposes, cyclohexane / ethyl acetate eluant (60/1) was passed through silica gel 60 (0.04-0.063 mm)(X) and (XI) in the crude product were separated from each other by liquid chromatography on a liquid chromatograph. (X)Of the compound has a purity of 99.4% and the purity of the compound of formula (XI) is 96.9%.Compounds of formula (X): & lt; EMI ID =

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, 1,1,2-Trimethoxyethane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Simrose Corporation; Bei, Ende hhuoersiche; (41 pag.)CN105228993; (2016); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 24332-20-5,Some common heterocyclic compound, 24332-20-5, name is 1,1,2-Trimethoxyethane, molecular formula is C5H12O3, 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.

A solution of 1,1,-2-trimethoxyethane (2.07 [ML,] 16.07 [MMOL)] in 0.5M HCI (32 mL) was heated at [100C] for 2 h. The cooled mixture was extracted with [CH2C12] (30 mL) and the organic solution dried (3A molecular sieves). 3-Bromo-2-methylphenylamine was added and the resultant solution stirred under nitrogen for 20 min. Acetic acid (461 [UL,] 8.05 [MMOL)] and sodium triacetoxyborohydride (4.78g, 22.56 [MMOL)] were added and the reaction mixture stirred under nitrogen at room temperature for 16 h. Saturated sodium bicarbonate (60 mL) was added portionwise and the resultant mixture stirred for 0.5 h and extracted with CH2CI2 (2 x 100 mL). The organic solution was dried [(NA2SO4)] and the solvents removed in vacuo. Purification by SPE (silica, 2 x 20g) eluted with 100: 2 to 100: 5 cyclohexane : EtOAc afforded the title compound as a yellow oil (687mg). LC/MS: [M/Z] 246 [M+H] +, Rt 3.27 min.

The synthetic route of 24332-20-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2004/762; (2003); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem