Tag: M.W=100-200

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. 7006-52-2, name is N-Methyl-3-chloroaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 7006-52-2

[0299] To a mixture of the compound Int-11 (Example 130) (200 mg, 0.58 mmol, 1.0 eq) in DCM (10 rriL) was added 3-chloro-N-methylaniline (82.4 mg, 0.58 mmol, 1.0 eq), triethylamine (176 mg, 1.74 mmol, 3.0 eq) and DMAP (14.6 mg, 0.12 mmol, 0.2 eq). The mixture was stirred at r.t. overnight under nitrogen atmosphere. The reaction was monitored by LCMS. DCM (10 mL) was added and the resulting mixture was washed with water and brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by prep-HPLC to give 53 mg of the desired Compound 131 (20percent yield) as a light yellow solid in >95percent purity as determined by HPLC analysis. 100percent HPLC purity at 254 nm. 1H-NMR (400 MHz, DMSO-d6): delta 10.86 (s, 1H), 9.01 (dd, J = 4.0, 1.6 Hz, 1H), 8.70 (s, 1H), 8.45 (d, J = 7.6 Hz, 1H), 8.22-8.19 (m, 2H), 8.14-8.07 (m, 2H), 7.64 (dd, J = 8.0, 4.0 Hz, 1H), 7.57 (t, J = 8.0 Hz, 1H), 7.42-7.33 (m, 2H), 7.23-7.10 (m, 3H), 3.17 (s, 3H); ESI/MS [m/z] = 452 [M+H]+

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; ACTAVALON, INC.; DNEPROVSKAIA, Elena, V.; HOLZWARTH, Michael, S.; RYCHNOVSKY, Scott, D.; (184 pag.)WO2018/85348; (2018); A1;,
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Some common heterocyclic compound, 10541-69-2, name is (2,5-Dichlorophenyl)methanamine, molecular formula is C7H7Cl2N, 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 C7H7Cl2N

The title compound was obtained in analogy to example 1, using 2, 5-dichlorobenzylamine as R4-CH2-NH2, 2,2,3,3,3-pentafluoro-propylamine as R1R2NH and 2-(bromomethyl)-tetrahydro-2H-pyran as R3-(CH2)m-Br, MS (ISP): 500 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 10541-69-2, its application will become more common.

Reference:
Patent; Mayweg, Alexander; Narquizian, Robert; Pflieger, Philippe; Roever, Stephan; US2005/250769; (2005); A1;,
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Related Products of 120758-03-4, 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. 120758-03-4, name is 2-Chloro-3,5-dimethoxyaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 61 {5-[(2-Chloro-3,5-dimethoxy-phenylimino)-methyl]-2-methylsulfanyl-pyrimidin-4-yl}-ethyl-amine Into a solution of 3.78 g (20.2 mmol) of 2-chloro-3,5-dimethoxy-phenylamine in 110 mL of toluene was added 3.97 g (20.15 mmol) of 4-ethylamino-2-methylsulfanyl-pyrimidine-5-carbaldehyde. The reaction vessel was equipped with a Dean-Stark trap, and the reaction was warmed to reflux. After 3 hours, two drops of concentrated sulfuric acid were added to the reaction. The reaction was refluxed overnight then concentrated in vacuo to give 7.36 g (93%) of the title compound, which was used as is in the following example: mp 196.5-198.5 C. MS (APCI) (m+1)/z 367.0.

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-Chloro-3,5-dimethoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Dobrusin, Ellen Myra; Hamby, James Marino; Kramer, James Bernard; Schroeder, Mel Conrad; Showalter, Howard Daniel Hollis; Toogood, Peter; Trumpp-Kallmeyer, Susanne A.; US2004/44012; (2004); A1;,
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Application of 25186-47-4,Some common heterocyclic compound, 25186-47-4, name is 3,5-Dichlorotoluene, molecular formula is C7H6Cl2, 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 5 4-(1-Naphthoyl)-3,5-dichlorotoluene To a stirred, cold (-60 C.) solution of 3,5-dichlorotoluene (3.5 g, 21.7 mmol) in dry tetrahydrofuran (30 ml), 2.6 M n-butyllithium in hexane (8.78 ml, 22.8 mmol) was added dropwise over 15 minutes. The reaction mixture was stirred for one hour at -60 C. and then treated with a solution of 1-naphthoyl chloride (4.14 g, 21.7 mmol) in 15 ml of dry tetrahydrofuran over a period of 15 minutes. The mixture was stirred for 3.5 hours at -60 C. and then quenched with 4.8 ml of saturated NH4 Cl solution. The mixture was permitted to warm to room temperature and then diluted with 30 ml of water and 30 ml of ether. The layers were thoroughly mixed and then separated. The etheral layer was backed-washed with brine and dried with anhydrous magnesium sulfate. Concentration afforded 7.12 g of crude product which was chromatographed on silica gel (20:1 hexane:ethyl acetate) to give 1.59 g (23 %).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,5-Dichlorotoluene, its application will become more common.

Reference:
Patent; Merck & Co., Inc.; US4923885; (1990); A;,
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Application of 928-50-7, A common heterocyclic compound, 928-50-7, name is 5-Chloropent-1-ene, molecular formula is C5H9Cl, 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 12 (S)-4-(1-Methylethyl)-3-(1-Oxo-4-Pentenyl)-2-Oxazolidinone To a -78 C. solution of 5.0 g of 4-(1-methylethyl)-2-oxazolidinone in 80 ml of tetrahydrofuran is added, dropwise, 15.5 ml of 2.5M n-butyl lithium in hexane. After stirring for 30 minutes, a solution of 4.8 g of 4-pentenyl chloride in 30 ml of tetrahydrofuran is added, dropwise, and the resulting solution is stirred at -78 C. for 3.5 hours. The reaction is diluted with aqueous ammonium chloride and diethyl ether. The organic layer is washed with water, dried and concentrated in vacuo. The residue is purified by chromatography (silica gel, 25% ethyl acetate/petroleum ether) to give 5.8 g of the desired product as a pale yellow oil. [alpha]D26 =+79 (methylene chloride).

The synthetic route of 928-50-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Cyanamid Company; US5550257; (1996); A;,
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Adding a certain compound to certain chemical reactions, such as: 54730-35-7, name is 3,5-Dichloro-4-methylaniline, belongs to chlorides-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 54730-35-7, Product Details of 54730-35-7

Preparation 9; 5-bromo-l,3-dichloro-2-methylbenzene; Suspend 3, 5 -dichloro-4-methylaniline in 48percent HBr (5 mL) and water (5 mL) and heat with a heat gun until the mixture is near the boiling point. Cool the slurry to room temperature and then cool to 00C with an ice/brine bath. Add dropwise a solution of sodium nitrite (109 mg, 1.58 mmol) in water (2 mL). After the addition is complete, stir the reaction an additional 15 min in the cold bath. Add a solution of CuBr (1.08 g, 7.53 mmol) in 48percent HBr (2 mL) and heat the rapidly stirring reaction to 500C for 1 hour. Cool the reaction to room temperature, dilute with EtOAc and discard the aqueous layer. Wash the organic layer with water and brine, dry with MgSO4, filter through celite and concentrate to an orange residue. Purify the residue by silica gel chromatography eluting with hexanes to afford 164 mg (45percent) of the product as a yellow solid.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; ELI LILLY AND COMPANY; WALLACE, Owen, Brendan; WO2007/127726; (2007); A2;,
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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. 21397-08-0, name is 2-Chloro-3-fluoroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C6H5ClFN

a) Compound 6.2; To a solution of aniline 6.1 (500 mg, 3.43 mmol) in acetic acid (4 mL) was added KI (820 mg, 4.94 mmol), NaBO3.4H2O (710 mg, 4.61 mmol) and (NH4)2MoO4 (710 mg, 3.62 mmol). After 30 min the reaction was poured into a mixture of saturated aqueous NaHCO3 solution (5 mL) and aqueous 10% Na2S2O3 solution (1 mL). The aqueous layer was extracted with Et2O and the combined organic phase were washed with brine, dried (MgSO4), filtered and concentrated under reduced pressure to give compound 6.2 (860 mg, 92% yield) as a beige solid.

The synthetic route of 21397-08-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boehringer Ingelheim International GmbH; US2006/69261; (2006); A1;,
Chloride – Wikipedia,
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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. 69411-05-8, name is 3-Chloro-5-trifluoromethylaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C7H5ClF3N

A 1.0 M solution of lithium bis(trimethyldisilyl)amide in THF (i3 mL, i2 mmol, 2.0 equiv) was added through an addition funnel at 10-i5 C to a solution of 3-chloro-5-(trifluoromethyl)aniline (i5 g, 78 mmol, i.2 equiv) in THF (i3 mL). The mixture was allowed to stir at room temperature for 20 mm and a solution of crude trans-i ?-tert-butyl-4?-ethyl-3 -iodo-2-oxo-[ i ,3 ?-bipiperidine]- i ?,4?- dicarboxylate 9 (3.7 g, 65 mmol, i.0 equiv) in THF (i3 mL) was added through an addition funnel at iO-i5 C over 30 mm. After addition, the reaction was allowed to stir at the temperature for 30 mm. Upon completion, the reaction was cooled to 5 C and quenched slowly with water (iO mL), keeping the temperature below 20 C. The quenched reaction was extracted with EtOAc (2 x 30 mL). The combined organic layers were washed with saturated brine (30 mL), dried (Na2504), filtered, and concentrated in vacuo. The resulting crude product was purified over silica gel eluting with a gradient of iO% to 75% of EtOAc in heptanes to give the desire product iO. ESIMS (M+H-56): 463.i. ?H NMR (400 MHz, CDC13) 5. 6.92 (s, iH), 6.7i-6.69 (m, 2H), 4.i7- 4.06 (m, 4H), 3.78-3.68 (m, 2H), 3.46-3.36 (m, 3H), 3.23-3.07 (m, 2H), 2.73-2.65 (m, iH), 2.44-2.37 (m, iH), 2.03-i.85 (m, 3H), i.7i-i.6i (m, 2H), i.46 (s, 9H), i.27-i.i9 (m, 3H).

The synthetic route of 69411-05-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOGEN MA INC.; SUNESIS PHARMACEUTICALS, INC.; MACPHEE, J. Michael; NEUMAN, Linda L.; (89 pag.)WO2018/17153; (2018); A1;,
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69411-05-8, name is 3-Chloro-5-trifluoromethylaniline, belongs to chlorides-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: C7H5ClF3N

General procedure: To a solution of 3-chloroaniline 5a (37mg, 0.33mmol) in H2O (10mL cooled to-5C) was added 0.2mL of 2N HCl (aq.). To the resulting acidic aniline solution, 1N solution of sodium nitrite (0.33mL, 0.33mmol) was added dropwise to generate the aryldiazonium salt solution 6a. To the aryldiazonium salt solution was added sodium acetate (54mg, 0.66mmol), followed by 1mL solution of crude 3-oxo-3-(3-phenylisoxazol-5-yl)propanenitrile 4a (88mg, 0.33mmol) in ethanol. The reaction mixture was stirred at 0C for 5min, and then poured onto H2O (10mL) and extracted with ethyl acetate (20mL). The organic layer was dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by short column chromatography on silica gel, eluting with hexane/ethyl acetate (2/1) to provide the desired product 7 (67mg, 50% for two steps from 3a) as a yellow solid.

The synthetic route of 69411-05-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ye, Na; Zhu, Yingmin; Liu, Zhiqing; Mei, Fang C.; Chen, Haiying; Wang, Pingyuan; Cheng, Xiaodong; Zhou, Jia; European Journal of Medicinal Chemistry; vol. 134; (2017); p. 62 – 71;,
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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. 54730-35-7, name is 3,5-Dichloro-4-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 3,5-Dichloro-4-methylaniline

To a solution of HBr (40percent in water, 3.4 mL) in water (3 mL) was added 3,5-dichloro-4-methylaniline (2.0 g, 11.4 mmol). The suspension was heated to dissolve as much of the solid as possible, then the mixture was cooled to 0 degrees C. and a solution of sodium nitrite (0.83 g, 12.0 mmol) in water (2 mL) was added dropwise (temperature was maintained <5 degrees C.). After 10 min., the diazonium salt mixture was poured into a mixture of CuBr (8.2 g, 57.0 mmol) in 40percent aq. HBr (13 mL) at room temperature. The resulting mixture was heated at 50 degrees C. for 45 min., then cooled to room temperature. The mixture was diluted with water and extracted with dichloromethane (3.x.). The combined organics were filtered through Celite and dried over sodium sulfate, then concentrated in vacuo to provide the product, 5-bromo-1,3-dichloro-2-methylbenzene, as an orange solid. 1H NMR (400 MHz, CDCl3) delta 2.40 (s, 3H), 7.43 (s, 2H). 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 54730-35-7. Reference:
Patent; Diaz, Caroline Jean; Haffner, Curt Dale; Speake, Jason Daniel; Zhang, Cunyu; Mills, Wendy Yoon; Spearing, Paul Kenneth; Cowan, David John; Green, Gary Martin; US2010/222345; (2010); A1;,
Chloride – Wikipedia,
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