Tag: M.W=100-200

These common heterocyclic compound, 1758-46-9, name is 2-Phenoxyethylamine, 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. Formula: C8H11NO

A mixture of intermediate compound 15 (prepared according to A7.g) (0.000078 mol), 2-phenoxyethanamine (0.000156 mol), N,N,N-tributyl-l-butanaminium bromide (0.000078 mol) and K2CO3 (0.000156 mol) in CH3CN (0.5 ml) was heated in a micro- wave oven for 15 minutes at 120 ¡ãC and then resin-linked-CHO (0.000312 mol) and CH2Cl2 (1 ml) were added. The reaction mixture was heated in a microwave oven for 20 minutes at 100 ¡ãC and the solids were filtered off. The solvent was evaporated and the residue was purified in a manifold (eluent 1: EtOAc; eluent 2: CH2Cl2/CH3OH 96/4). The product fractions were collected and further purified by Catch in an ISOLUTE SCX-3 cartridge and then released with CH3OHTNH3. Finally, the desired fractions were purified by high-performance liquid chromatography, then the product fractions were collected and the solvent was evaporated. Yield: 0.0066 g of final compound 28 (18 percent).

The synthetic route of 2-Phenoxyethylamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2006/67139; (2006); A1;,
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Reference of 10103-06-7,Some common heterocyclic compound, 10103-06-7, name is 2,3-Dimethoxynaphthalene, molecular formula is C12H12O2, 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 suspension of aluminium chloride (6.02g, 0.0451 mol) in sieve-dried nitrobenzene (10 mL) was cooled in an ice-bath and acetyl chloride (3.57 mL, 3.93 g, 0.0501 mol) added over 5 minutes. 2,3-Dimethoxynaphthalene (7.52 g, 0.0400 mol) in nitrobenzene (25 mL) was then added over 10 minutes. The reaction was stirred for a further 60 minutes at [0C] and then left overnight at room temperature. The mixture was poured onto a mixture of ice (60 g) and 10% [HC1] (100 mL). Chloroform (300 mL) was added and the two phases separated. The aqueous was further extracted with chloroform (2 x 150 mL) and the combined organics then washed with 5% aqueous sodium hydroxide (3 x 100 mL) and water (2 x 100 mL), dried (anhydrous Na2SO4), filtered and evaporated under vacuo to give a brown oil. This was flash column chromatographed (silica gel, chloroform) to give 6,7-dimethoxy-2-acetonaphthone (8.51 g. 93% yield) as an orange solid. A sample was further recrystallised from ethanol to give fine orange needles; Rf:0. 36 (CHCl3), 0.62 (25: 1 [CHCL3] : MeOH), mp: [100-102C,] lit. mp: [113-116C] ; ‘H NMR [(CDC13/TMS)] : [8] 2.69 (s, 3H, [COCH3),] 4.02 (s, 3H, [OCH3),] 4.03 (s, 3H, OCH3), 7.14 (s, [1H,] H-8), 7.22 (s, [1H,] H-5), 7.72 (d, [1H,] [J4,] 3 8.4 Hz, H-4), 7.89 (dd, [1H,] [3, 1] 1.7 Hz, H-3), 8.33 (bs, [1H,] H-1) ; LRESI mass spectrum : [NZLZ] 231 (100%, MH+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,3-Dimethoxynaphthalene, its application will become more common.

Reference:
Patent; CORTICAL PTY LTD; WO2003/104178; (2003); A1;,
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Some common heterocyclic compound, 768-70-7, name is 3-Ethynylanisole, molecular formula is C9H8O, 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. HPLC of Formula: C9H8O

General procedure: To a 25mL Schlenk tube, AuSBA-15 (6wt%, 20mg), AgOTf (0.05mmol) was added to a solution of phenylacetylene (1.0mmol) in HOAc/H2O (3.0mL, 15:1) under ambient air, the resulting mixture was stirred for 6hat 110C. It was monitored by TLC. After the reaction was completed, the solvent was removed under reduced pressure and purified of the crude product by column chromatography on silica-gel afforded the desired compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 768-70-7, its application will become more common.

Reference:
Article; Huang, Ronghui; Fu, Yong; Zeng, Wei; Zhang, Liang; Wang, Dawei; Journal of Organometallic Chemistry; vol. 851; (2017); p. 46 – 51;,
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Electric Literature of 707-07-3, The chemical industry reduces the impact on the environment during synthesis 707-07-3, name is (Trimethoxymethyl)benzene, I believe this compound will play a more active role in future production and life.

Step 3: l-cvclohexvl-2-phenvl-l,5-dihydro-4/f-imidazol-4-one; JV2-cyclohexylglycinamide (from Step 2) was treated with triethylorthobenzoate (1.03 eq.) and catalytic amount of glacial AcOH. The reaction mixture was heated at 120C for 1.5 h then cooled to RT and concentrated. Acetone was added to the residue and the resulting precipitate was filtered to afford the title compound (52%) as a solid. .H NMR (300 MHz, CDC13, 300 K) 8 1.1-1.3 (m, 3H), 1.5-1.9 (m, 7H), 3.8-3.9 (m, 1H), 4.0 (s, 2H), 7.5-7.6 (m, 5H); MS (ES+) m/z 243 (M+H)+.

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, (Trimethoxymethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI SPA; WO2006/8556; (2006); A1;,
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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. 102-52-3, name is 1,1,3,3-Tetramethoxypropane, A new synthetic method of this compound is introduced below., Computed Properties of C7H16O4

In a 1 L reaction flask, 100 g of tetramethoxypropane was charged successively,58.8 g of N-methylaniline, stirred for 10 minutes,Control the internal temperature below 30 , drop 22g 20% hydrochloric acid,Dripping at about 24 C for 2.5 hours, adding 200 g of toluene,Control in 30 below the drop of 20% of the liquid caustic so that the water layer pH 6 ~ 7,The layers were separated and the aqueous layer was extracted with toluene and the organic layers were combined.Washed with saturated brine three times, and then separated to separate the water layer, the organic layer first vacuum recovery solvent,And then collecting 60 to 70 C / 40 mmHg fraction,To give 3- (N-methyl-N-phenyl) aminopropenal83.1g content of 99.6%.

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.

Reference:
Patent; Jiangsu Jingye Pharmaceutical Co., Ltd.; Chu, Zhewei; Yue, Bo; Ye, Yin; (4 pag.)CN106431942; (2017); A;,
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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. 103-50-4, name is Benzyl ether, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C14H14O

General procedure: To a sealed tube containing the respective azobenzene 1 (0.25 mmol), dibenzyl ether 2 (0.75 mmol), Pd(OAc)2 (0.025 mmol), and DCE/AcOH (1:1, v/v, 1 mL in all) was added TBHP (1.5 mmol). After stirring vigorously at 60 C for 12 h, the mixture was evaporated under vacuum. The corresponding product 3 was isolated by silica gel column chromatography with a PE/EtOAc mixture as eluent.

According to the analysis of related databases, 103-50-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Hong, Gang; Aruma, Alfred Njasotapher; Zhu, Xiaoyan; Wu, Shengying; Wang, Limin; Synthesis; vol. 48; 8; (2016); p. 1147 – 1158;,
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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. 1978-39-8, name is 5-Fluoro-2-methoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 5-Fluoro-2-methoxyaniline

To a solution of compound Al (400 rng, 0.53 mrnoi) and 5-fluoro-2-rnethoxyaniline (150,7mg, 1.07 mmoi) intoluene (10 rnL) was added Ti(O-i] r)4 (151.6 mg, 0.53 mmoi). Themixture was stirred at 120 C over night under N2. The mixture was quenched with [120 (50 rnL) and extracted with DCM (20 mL x 3). The combined organic layer was dried over potassium carbonate, filtered and concentrated. The residue was purified by silica gel column chromatography (DCMMeOH = 15/i) to afford the crude products 29-1 and 29-2 (320 mg) as a yellow solid. LC-MS: m/z 89.4 [M+I-[.

The synthetic route of 1978-39-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AGRIMETIS, LLC; CALABRESE, Andrew; (110 pag.)WO2018/132288; (2018); A1;,
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Synthetic Route of 29026-74-2, 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. 29026-74-2, name is 2-Isopropoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 2; preparation of 2-[(2-Hydroxy-ethyl)-(2-isopropoxy-phenyl)-amino]-ethanol; 2-Isopropoxy-phenylamine (5 gm, 0.033 mole) was dissolved in chlorobonzene (25 ml) and to reaction mixture was added triethylamine (16.7 gm, 0.165 mole) under stirring. After this, 2-chloroethanol (13.25 gm, 0.165 mole) was added and reaction mixture refluxed for 12 to 15 hours. The reaction was quenched by adding water (50 ml) to it and extracted with dichloromethane (3×50 ml). The organic layer dried over anhydrous sodium sulphate (Na2S04) and concentrated to give the crude product. The crude product thus obtained was purified on a silica gel (60-120 mesh) column using dichloromethane-methanol as eluent. Yield: 5.8 gm (73%)

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

Reference:
Patent; RANBAXY LABORATORIES LIMITED; WO2005/113498; (2005); A1;,
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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. 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C9H13NO2

To a solution of 5-fluoro-2-nitrobenzoic acid (6.6g, 35.66 mmol) in dichloromethane (100 mL) were added DIPEA (9.22 g, 71.3 mmol), HOBt (6.0 g, 39.2 mmol) and EDCI (10.2 g, 53.5 mmol). After about 15 min stirring, to the reaction mixture was added a solution of 2,4-dimethoxybenzyl amine (5.96 g, 35.66 mmol) in dichloromethane (50 mL) dropwise under nitrogen atmosphere. The resulting mixture was stirred under nitrogen atmosphere at room temperature for 16 h. The reaction mixture was washed successively with 1N HC1 (100 mL), sat. NaHCCb (100 mL) and brine (100 mL). The organic phase was then dried over MgS04. Filtration and solvent removal in vacuo afforded a yellowish solid, wt: 9.3g (78%). MS: [M+l] = 335.

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 20781-20-8.

Reference:
Patent; AGENEBIO, INC.; MEKONNEN, Belew; BUTERA, John, A.; HUANG, Jianxing; PATEL, Hemantbhai; JIANG, Qin; HERR, Robert, Jason; MAYHEW, Nicholas, James; FREEMAN, Emily, Elizabeth; (682 pag.)WO2019/246300; (2019); A1;,
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These common heterocyclic compound, 41406-00-2, name is 3-Isopropoxyaniline, 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. COA of Formula: C9H13NO

Thiophosgene (46 muL, 0.60 mmol) was added dropwise to a stirred solution of 3- isopropoxy aniline (82 mg, 0.543 mmol) and calcium carbonate (272 mg, 2.72 mmol) in DCM/H2O (1 : 1) (4 mL). This was stirred at room temperature for 1 h. The phases were separated and the organic layer was dried and concentrated in vacuo. The residue was dissolved in DMF (3 mL) and added to a stirred solution of N-[4-(4-acetylpiperazin-l- yl)phenyl]-2-hydrazino-2-oxoacetamide (Intermediate 21, 100 mg, 0.33 mmol) in DMF at 850C. This mixture was stirred at 850C for 1 h then EDAC (105 mg, 0.54 mmol) was added. The mixture was stirred at 1000C for a further 1 h then allowed to cool and treated with H2O (10 mL). The resulting precipitate was filtered and washed sequentially with DMSQ/MeCN/H2O (7:2:1) (5 mL) and ether (5 mL) to give the title compound as a white solid (12 mg, 8%); 1HNMR delta 10.90 (IH, s), 10.82 (s, IH), 7.67 (2H, d), 7.25 (2H, d), 7.10 (IH, d), 6.97 (2H5 d), 6.63 (IH, d), 4.59 (IH, m), 3.58 (4H, br. s), 3.15 (2H, m), 3.09 (2H, m), 2.04 (3H, s), 1.32 (3H, s), 1.30 (3H5 s); MS m/e MH+ 465.

The synthetic route of 3-Isopropoxyaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/64189; (2006); A1;,
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