Author: Jessica.F

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. 6346-09-4, name is 4,4-Diethoxybutan-1-amine, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 4,4-Diethoxybutan-1-amine

To 1.0 g 2-chloropyrimidine (8.73 mmol) dissolved in30 cm3 of dry acetonitrile 1.40 g 4,4-diethoxybutyl-1-amine (8.73 mmol) and 1.50 g K2CO3 were added. Themixture was refluxed for 36 h. Precipitate was filtered offand solvent was evaporated under reduced pressure.Resulting residue was dried in vacuo (3 h, 1333 Pa) toafford 1.69 g (81 %) 1 as yellow oil. 1H NMR (400 MHzCDCl3): d = 1.18 (t, J = 7.1 Hz, 6H, CH3), 1.64-1.72 (m,4H, CH2), 3.40-3.52 (m, 4H, NCH2, OCH2), 3.58-3.67 (m,2H, OCH2), 4.50 (t, J = 5.5 Hz, 1H, CH), 5.68-5.78 (br.m, 1H, NH), 6.48 (t, J = 4.8 Hz, 1H, CHPyr), 8.24 (d,J = 4.8 Hz, 2H, CHPyr) ppm; 13C NMR (150 MHz,CDCl3): d = 15.7 (CH3), 25.2 (CH2), 31.5 (CH2), 41.6(CH2-N), 61.6 (CH2-O), 103.1 (CH), 110.6 (CHAr), 158.3(CHAr), 162.9 (CAr) ppm; IR (Nujol): v = 781, 803, 990,1062, 1128, 1269, 1371, 1414, 1456, 1535, 1593, 2876,2931, 2975, 3108, 3140, 3276 cm-1

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 6346-09-4.

Reference:
Article; Gazizov, Almir S.; Kharitonova, Natalya I.; Smolobochkin, Andrey V.; Syakaev, Viktor V.; Burilov, Alexander R.; Pudovik, Michail A.; Monatshefte fur Chemie; vol. 146; 11; (2015); p. 1845 – 1849;,
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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. 651734-54-2, name is 2,6-Difluoro-3,5-dimethoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2,6-Difluoro-3,5-dimethoxyaniline

a) 5-[2,6-Difluoro-3,5-dimethoxy-phenylamino)-methyl]-2-methylsulfanyl-pyrimidin-4-ylamine A mixture of 4-Amino-2-methylsulfanyl-pyrimidine-5-carbaldehyde (2.45 g, 14.5 mmol), 2,6-difluoro-3,5-dimethoxyaniline (2.75 g, 14.5 mmol), and camphorsulfonic acid (1.01 g, 4.35 mmol) in toluene (80 ML) was heated at reflux for 18 hours (note: the flask was equipped with a Dean-Stark trap).The solvent was removed under reduced pressure to afford a yellow solid.The crude product was sufficiently pure, so it was taken on to the next step.To a suspension of the crude imine (~4.93 g) in tetrahydrofuran (60 ML) at 0 C., lithium aluminum hydride (820 mg, 21.6 mmol) was added in several portions.Caution, gas evolution! The resulting yellow suspension was then stirred at 0C. for 1 hour, whereupon a green solution was afforded.water (1 ML), 15% aqueous sodium hydroxide (1 ML), and water (3 ML) were added sequentially.Care is advised during this quenching protocol.The resulting mixture was then stirred at 0 C. for 10 minutes.The suspension was then filtered over a pad of Celite, and the Celite was rinsed with dichloromethane.The combined filtrates were concentrated under reduced to give a thick oil.Recrystallization was accomplished with a solvent mixture of dichloro-methane:hexanes:methanol (17:8.5:1, 312 ML) to give 1.85 g of the desired aniline.The mother liquor was concentrated and recrystallized with the same solvent mixture to give an additional 0.48 g of product.The second mother liquor was concentrated and recrystallized to afford 0.84 g.The precipitates were combined to give 3.17 g (64%, for 2 steps) of the title compound: MS (APCI) 343.1, 344.1.

According to the analysis of related databases, 651734-54-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chivikas Connolly, Cleo J.; Deur, Christopher James; Hamby, James Marino; Hoyer, Denton Wade; Limberakis, Chris; Reed, Jessica Elizabeth; Schroeder, Mel Conrad; Taylor, Clarke; US2004/19210; (2004); A1;,
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Related Products of 20265-97-8, 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. 20265-97-8, name is 4-Methoxyaniline hydrochloride belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

N-Acetyl-p-anisidine (3u).[17] p-Anisidine hydrochloride (0.80 g, 0.0050 mol) and trimethyl orthoacetate (0.66 g, 0.0055 mol were combined in a 10 mL round bottomed flask and heated under gentle reflux while being stirred for 1 hours. The homogeneous solution was then evaporated under reduced pressure to yield crude product that was crystallized from H2O/EtOH affording colorless plates (78%).

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, 4-Methoxyaniline hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Di Grandi, Martin J.; Bennett, Caitlin; Cagino, Kristen; Muccini, Arnold; Suraci, Corey; Saba, Shahrokh; Synthetic Communications; vol. 45; 22; (2015); p. 2601 – 2607;,
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Application of 24743-14-4, The chemical industry reduces the impact on the environment during synthesis 24743-14-4, name is 3-(3-Methoxyphenyl)-1-propene, I believe this compound will play a more active role in future production and life.

Dihydroxylation of compound 36 (1.5 g, 10.1 mmol) with OsO4 followed the same method as adopted for 2 and the crude product 39 (1.73 g, 9.73 mmol, 91%) was used for the next step. mp 90-92 C. 1H NMR (400 MHz, CDCl3, delta): 7.22 (t, J = 7.7 Hz, 1H), 6.79 (m, 3H), 3.93 (m, 1H), 3.79 (s, 3H), 3.67 (m, 1H), 3.50 (m, 1H), 2.73 (m, 2H), 2.32 (m, 2H). 13C NMR (100.6 MHz, CDCl3, delta): 159.8, 139.3, 129.7, 121.6, 115.6, 115.1, 111.9, 72.9, 66.1, 55.2, 39.9. IR (neat): 3391, 2939, 2836, 1602, 1585, 1489, 1455, 1437, 1259, 1153, 1092, 1038, 781, 697 cm-1. EIMS (70 eV) m/z: 182.0 (M+, 27.6), 151.0 (21.2), 122.0 (100), 121.0 (44.8), 107.0 (24.7), 91.0 (11.8), 77.0 (20.7). HRMS-EI (m/z): M+ calcd for C10H14O3, 182.0943; found 182.0948.

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-(3-Methoxyphenyl)-1-propene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Tripathi, Subhankar; Chan, Ming-Huan; Chen, Chinpiao; Bioorganic and Medicinal Chemistry Letters; vol. 22; 1; (2012); p. 216 – 221;,
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These common heterocyclic compound, 38380-85-7, name is 1-Bromo-4-cyclopropoxybenzene, 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. Quality Control of 1-Bromo-4-cyclopropoxybenzene

Step 1: A solution of 1-bromo-4-cyclopropoxybenzene (900 mg, 4.22 mmol) in THF (20 mL, anhydrous) was added n-BuLi (2.5 M, 2.6 mL) at -78C and stirred at -78C for 2 hours under N2. Then, thereto was added dropwise DMF (926 mg, 12.66 mmol, anhydrous) at – 78C and it was stirred for2 hours. The solution was quenched with NH4CI (aq. lmL) at-78C and stirred at 0C for 0.5 hour. The mixture was diluted with ethyl acetate (10 mL). The mixture was filtered and the filtrate was concentrated under vacuum. The residue was diluted with ethyl acetate (30 mL), washed with brine (3 x 15 mL). The organic layer was dried with anhydrous Na2504, filtered and concentrated in vacuum to give 4- cyclopropoxybenzaldehyde (700 mg). LC-MS: tR = 0.800 mm (method 2), m/z = 162.8 [M +H].

The synthetic route of 1-Bromo-4-cyclopropoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; RASMUSSEN, Lars, Kyhn; LANGGARD, Morten; JESSING, Mikkel; VITAL, Paulo, Jorge, Vieira; JUHL, Karsten; (159 pag.)WO2016/174188; (2016); A1;,
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Related Products of 6346-09-4, The chemical industry reduces the impact on the environment during synthesis 6346-09-4, name is 4,4-Diethoxybutan-1-amine, I believe this compound will play a more active role in future production and life.

3-(4,4-Diethoxy)-1,1-dimethylurea (IId). N,N-Dimethylcarbamoyl chloride (2.5 g) was added dropwise with cooling (5-7C) under argon to a solution of 3.74 g of 4,4-diethoxy-1-butanamine and4.77 g of triethylamine in 27 mL of benzene. The reaction mixture was stirred under cooling for 2 h. Then the precipitate was filtered off, the filtrate was evaporated in vacuum.

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, 4,4-Diethoxybutan-1-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Smolobochkin; Gazizov; Burilov; Pudovik; Russian Journal of General Chemistry; vol. 85; 7; (2015); p. 1779 – 1782; Zh. Obshch. Khim.; vol. 85; 7; (2015); p. 1217 – 1220,4;,
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Synthetic Route of 6876-00-2, 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 6876-00-2 as follows.

EXAMPLE 25 1-(4-Chlorophenyl)-1-(2-fluoro-3-(3-phenoxyphenyl)prop-1-enyl)cyclopropane A Grignard reagent, prepared from 3-phenoxyphenyl bromide (0.33 g) in dry tetrahydrofuran (2 ml) and magnesium (30 mg) under nitrogen using iodine as an initiator at ca 40 C for 50 min, was cooled to room temperature then treated with cuprous bromide (ca 20 mg) for 10 min. After cooling to -78 C., a solution of 1-(3-acetoxy-2-fluoroprop-1-enyl)-1-(4-chlorophenyl)cyclopropane (Example 17) (0.32 g) in tetrahydrofuran was added slowly with stirring, then the mixture was allowed to warm to room temperature overnight. The mixture was treated with water (4 ml), then extracted with diethyl ether (3*20 ml). The combined organic extracts were washed with water (2*10 ml), dried, and evaporated under reduced pressure. The residue was purified by preparative thin layer chromatography (solvent: diethyl ether/hexane; 1:9) and then preparative high performance liquid chromatography (column: C18; solvent: methanol; flow rate: 8 ml/min) to afford 1-(4-chlorophenyl)-1-(2-fluoro-3-(3-phenoxyphenyl)prop-1-enyl)cyclopropane (98 mg, 22%).

According to the analysis of related databases, 6876-00-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; British Technology Group Limited; US5763700; (1998); A;,
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944561-44-8, name is 2-[2-(2-Propynyloxy)ethoxy]ethylamine, belongs to ethers-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. Recommanded Product: 944561-44-8

Example 3: Synthesis of XZ-14424 Compound 7 (107 mg), amine 17 (84 mg), and DIPEA (193 muL) in 5 mL DMF were stirred at 85 C for 16 hours. Water was added to the reaction mixture and extracted with EtOAc. The organic phase was washed with water x1, brine x1, dried over Na2SO4, filtered and evaporated to dryness. The resulting mixture was purified by column chromatography using EtOAc and hexanes as eluents to afford 50 mg compound 18 as a green solid. Yield 32%. 1H NMR (400 MHz, CDCl3) delta 7.98 (s, 1H), 7.62-7.35 (m, 1H), 7.11 (d, J = 7.1 Hz, 1H), 6.93 (d, J = 8.5 Hz, 1H), 4.92 (dd, J = 11.9, 5.3 Hz, 1H), 4.21 (d, J = 2.3 Hz, 2H), 3.78-3.66 (m, 6H), 3.49 (t, J = 5.4 Hz, 2H), 2.93- 2.68 (m, 3H), 2.48-2.41 (m, 1H), 2.18-2.09 (m, 1H) ppm.

The synthetic route of 944561-44-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOVENTURES, LLC; ZHENG, Guangrong; ZHOU, Daohong; ZHANG, Xuan; WANG, Yingying; CHANG, Jianhui; (269 pag.)WO2017/184995; (2017); A1;,
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Related Products of 589-10-6, These common heterocyclic compound, 589-10-6, name is (2-Bromoethoxy)benzene, 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; PREPARATION OF 4-CHLORO-5-METHOXY-2-(2-PHENOXYETHYL)INDAN-l-ONE; 4-Chloro-5-methoxyindan-l-one (14.0 kg, 71.2 mol) (Example 1) was slurried in n- heptane (154 L). Glacial acetic acid (2.14 kg, 35.6 mol) was then added followed by 1,1- dimethylhydrazine (6.42 kg, 106.8 mol) such that the temperature remained <40C. The batch was then heated to 900C for 3 h. The batch was cooled to 600C, treated with THF (28 L) then concentrated to 40 L by distillation under atmospheric pressure. The resulting concentrate was cooled to 500C and diluted with THF (182 L). The THF solution was held overnight at <15C. The batch was cooled to -500C by direct injection of liquid N2, then n-hexyllithium (2.39 M in hexane, 21.2 kg, 71.2 mol) was added over 1.5 h, maintaining the internal temperature <-25C. The resulting slurry was aged between -30 and -200C for 30 min then a solution of beta-bromophenetole (14.4 kg) in THF (14 L) was added over 5 min, maintaining the internal temperature <-25C. The batch was then aged at -50C for 30 min. 6 N HCl (30 kg 37% HCl + 30 kg H2O) was charged to the mixture which was then aged at 500C until complete hydrolysis of the intermediate hydrazone was confirmed by HPLC (1.5 h). After cooling the batch to 200C, isopropyl acetate (56 L) was added and the aqueous layer was discarded. The organic phase was washed with water (75 L) then concentrated to 40 L using vacuum distillation at 4O0C. n-Heptane (40 L) was added and after aging for 30 min at 400C, 0.2% seed of the product ketone was added. The mixture was stirred for 1 h to allow a seed bed to develop, then a further 80 L of n-heptane was charged over 1 h at 400C. The resulting slurry was allowed to cool to 200C overnight then cooled to 5C over 1 h before filtering. The filter cake was washed with 4:1 heptanerisopropyl acetate (25 L), then sucked dry under a stream OfN2 for 3 h. The solid was dried in a vacuum oven at 45C for 48 h affording 20.2 kg of product as an off white solid in 88% yield. 1H NMR (400 MHz, CDCl3) delta 7.70 (IH, d, J = 8.4 Hz), 7.35-7.25 (2H, m), 7.04-6.88 (4H, m), 4.25-4.15 (2H, m), 4.00 (3H, s), 3.46-3.35 (IH, m)> 2.98-2.87 (2H, m), 2.54- 2.41 (IH, m), 2.03-1.89 (IH, m); 13C NMR (IOO MHz, CDCl3) delta 206J, 160.2, 158.8, 153.2, 130.8, 129.5, 123.6, 120.8, 119.7, 1 14.5, 111.6, 65.9, 56.8, 45.0, 32.2 <>31.0.

The synthetic route of 589-10-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; MERCK SHARP & DOHME LIMITED; WO2007/81895; (2007); A2;,
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Application of 106877-20-7, 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. 106877-20-7, name is 3-Methoxy-4-(trifluoromethyl)aniline, This compound has unique chemical properties. The synthetic route is as follows.

step 3-; A 100 mL round bottom flask fitted with a stir bar and septum was charged with 84a (3.01) g and maintained nitrogen atmosphere. To the flask was added anhydrous dioxane (25 mL) and HOAc (7.5 mL). The solution was stirred rapidly in an ice bath and a solution of bromine and dioxane (20 mL, 0.135 g Br2/mL) was added dropwise over 30 min using a syringe pump. A beige precipitate formed and the mixture thickened. The ice bath was removed and the reaction mixture stirred at RT for 1 h. The reaction mixture was poured into a mixture of 1.0 M NaOH (150 mL) and 2.0 M Na2CO3 (150 mL) and extracted with DCM (3¡Á100 mL). The combined extracts were washed sequentially with 0.5 M Na2CO3 (150 mL) and brine (150 mL), dried (Na2SO4), filtered and concentrated in vacuo. The resulting pale yellow liquid slowly solidified and darkened to afford 84b (4.10 g) black crystalline solid.

The chemical industry reduces the impact on the environment during synthesis 3-Methoxy-4-(trifluoromethyl)aniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; de Vicente Fidalgo, Javier; Li, Jim; Schoenfeld, Ryan Craig; Talamas, Francisco Xavier; Taygerly, Joshua Paul Gergely; US2010/311760; (2010); A1;,
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