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. 102-49-8, name is 3,4-Dichlorobenzylamine, A new synthetic method of this compound is introduced below., category: chlorides-buliding-blocks

General procedure: General procedure: 120 mg of parent compound (i.e. 0.657 mmol of 4 or 0.729 mmol of 6) was dissolved in approx. 20 mL of THF and 1.5 molar equivalents of anhydrous K2CO3 were suspended inthe reaction mixture. 1.2 molar equivalents of respective substituted benzylamine were dilutedseparately in approx. 3 mL of THF and added to the reaction mixture in a dropwise manner (approx 5-min period). The mixture was stirred for 20 – 30 min at RT and the progress was monitored by TLC(Silica 60 F254, hexane : ethyl-acetate from 1:1 to 3:1, according to the expected lipophilicity of theproduct). The reaction mixture was adsorbed to silica. The product was purified by flashchromatography (silica, hexane / ethyl-acetate 0-30 percent gradient elution) and recrystalized fromEtOH / H20 if needed.

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:
Article; Zitko, Jan; Paterova, Pavla; Kubicek, Vladimir; Mandikova, Jana; Trejtnar, Frantisek; Kunes, Jiri; Dolezal, Martin; Bioorganic and Medicinal Chemistry Letters; vol. 23; 2; (2013); p. 476 – 479;,
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Electric Literature of 821-10-3, 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 821-10-3 as follows.

General procedure: K2CO3 (3a, 210 mg, 1.5 mmol) was added to a solution of b-ketoesters 5a-c (0.5 mmol) in acetone (10 mL) at 25 C. The reaction mixture was stirred at 25 C for 10 min. 1,4-Dichloro-2-butyne (2, 68 mg, 0.55 mmol) was added to the reaction mixture at reflux. The reaction mixture was stirred at 56 C for 8 h. The reaction mixture was cooled to 25 C and the solvent was concentrated. The residue was diluted with water (10 mL) and the mixture was extracted with CH2Cl2 (320 mL). The combined organic layers were washed with brine, dried, filtered and evaporated to afford crude product. Purification on silica gel (hexanes/EtOAc20/1e10/1) afforded 6a-c.

According to the analysis of related databases, 821-10-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Chan, Chieh-Kai; Lu, Yi-Ju; Chang, Meng-Yang; Tetrahedron; vol. 71; 51; (2015); p. 9544 – 9549;,
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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 4584-46-7 as follows. HPLC of Formula: C4H11Cl2N

A mixture of 4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)phenol (0.22 g, 1 .00 mmol), 2-chloro-N,N-dimethylethanamine hydrochloride (0.17 g, 1.15 mmol) and cesium carbonate (1.3 g, 4.00 mmol) in tetrahydrofuran (4 mL) was heated at 130 00 for 2 hours under microwave irradiation. After cooling to room temperature the reactionmixture was partitioned between water and ethyl acetate. The organic phase was separated, washed with additional water and brine, dried over sodium sulfate and thesolvent was evaporated to dryness to yield the title compound (254 mg, 86%) as a brownish oil.LRMS (mlz): 291 (M+1).1H-NMR (300 MHz, CDCI3): 1.3 (s, 12H), 2.3 (s, 6H), 2.7 (t, 2H), 4.1 (t, 2H),6.8 – 7.0 (d, 2H), 7.6 – 7.9 (d, 2H).

According to the analysis of related databases, 4584-46-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ALMIRALL, S.A.; BACH TANA, Jordi; PEREZ CRESPO, Daniel; LLERA SOLDEVILA, Oriol; ESTEVE TRIAS, Cristina; TABOADA MARTINEZ, Lorena; WO2015/86693; (2015); A1;,
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Application of 94-97-3,Some common heterocyclic compound, 94-97-3, name is 5-Chloro-1H-benzo[d][1,2,3]triazole, molecular formula is C6H4ClN3, 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.

General procedure: Styrene (1.0 equiv.) in anhydrous dichloromethane (5 mL) and NBS (2.0 equiv.) was taken into RB and reaction mixture was stirred at room temperature. After 30 min benzotriazole (2.0 equiv) dissolved in anhydrous DCM was added drop wise to the reaction mixture. After the completion of reaction as monitored by TLC, solvent was evaporated under vacuum. The reaction mixture was extracted with ethyl acetate and washed with hypo and brine solution. The organic layer obtained was dried over sodium sulphate, filtered and then evaporated under reduced pressure. Further purification was done by using flash column chromatography (SiO2).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Chloro-1H-benzo[d][1,2,3]triazole, its application will become more common.

Reference:
Article; Bose, Priyanka; Singh, Anoop S.; Singh, Mala; Tiwari, Vinod K.; Tetrahedron; (2020);,
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Adding a certain compound to certain chemical reactions, such as: 367-22-6, name is 4-Chloro-3-fluoroaniline, 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 367-22-6, Formula: C6H5ClFN

To a solution containing para- chloro-meta-fluoroaniline (10.0 g, 70.1 mmol) in 600 mL THF at 0 C was added Et3N (9.1 1 mL, 70.1 mmol) followed by ethyl oxalylchloride (7.70 mL, 70.1 mmol) dropwise over 15 minutes. The reaction mixture was warmed to room temperature and stirred for 18 hrs. The reaction mixture was filtered and the filter cake was washed with one-300 mL portion of ethyl acetate. The organic phase was washed with two- 100 mL portions of IM HCl, dried over MgSO4, filtered, and concentrated to give the product. Recrystallization from hot Et2theta gave the product as a colorless crystalline solid: yield 14.4 g (84%); 1H NMR (500 MHz, CDCl3): delta 1.43 (t, J = 7.0 Hz, 3H), 4.42 (q, J= 7.0 Hz, 2H), 7.25 (dq, J= 8.5, 1.0 Hz, 1H), 7.37 (t, J= 8.5 Hz, 1H), 7.72 (dd, J= 10.5, 2.5 Hz, 1H), 8.94 (br, 1H).

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; DANA FARBER CANCER INSTITUTE; JOHNS HOPKINS UNIVERSITY; UNIVERSITY OF PENNSYLVANIA; SODROSKI, Joseph; MADANI, Navid; SCHON, Arne; LA LONDE, Judith, M.; COURTER, Joel, R.; SOETA, Takahiro; NG, Danny; FREIRE, Ernesto; SMITH, Amos, B.; WO2010/53583; (2010); A2;,
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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. 13726-14-2, name is 4-Chloro-3-methoxyaniline, A new synthetic method of this compound is introduced below., category: chlorides-buliding-blocks

To a solution of 2-t-butoxycarbonylaminobenzoic acid (115 mg, 0.485 mmol) in DMF (2.0 mL) was added a solution of 4-chloro-3-methoxyaniline (82.2 mg, 0.522 mmol), HOBt (70.0 mg, 0.518 mmol), EDCI·HCl (104 mg, 0.542 mmol) and DIEA (90.0 muL, 0.522 mmol) in DMF (1.0 mL). The resulting mixture was stirred at r.t. overnight. After completion of the reaction, AcOEt was added. The organic layer was washed with water and brine, dried, and concentrated to give the title compound as a pale yellow paste, which was used for the next step without further purification.

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:
Article; Numadate, Akiyoshi; Mita, Yusuke; Matsumoto, Yotaro; Fujii, Shinya; Hashimoto, Yuichi; Chemical and Pharmaceutical Bulletin; vol. 62; 10; (2014); p. 979 – 988;,
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Related Products of 4584-46-7, 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 4584-46-7 as follows.

Me2N(CH2)2Cl.HCl (1.77 g, 12 mmol), K2CO3(3.40 g, 25 mmol) and water (8 mL) were added to 31 (1.68 g, 8.2 mmol)in CHCl3 (40 mL). The stirred solution was placed in an oil bath at65C. The temperature was slowly raised to 80C during 65 min and themixture was stirred for 16 h at 80C. The organic phase was separated and thesolvent was evaporated to 25% of its original volume. This solution was combinedwith the aqueous phase and diluted with water and toluene. The organic layerwas separated, washed with water and extracted with aq. HCl (1.0 M). The acidicphase was washed (toluene), cooled to 0C, basified (~pH 12) by addition ofaq. NaOH (4.0 M) and extracted (toluene). The extract was washed (water,brine) and dried. Evaporation gave 32 (1.81 g, 80%) as a white solid: mp108-109 (lit.3 mp 110C); IR numax 3315, 1687; 1HNMR d 1.39 (3 H, t, J = 7.1 Hz, OCH2CH3), 2.35 (6 H, s, NMe2),2.76 (2 H, t, J = 5.8 Hz, Me2NCH2CH2), 4.10 (2 H, t, J = 5.8 Hz, Me2NCH2CH2),4.39 (2 H, q, J = 7.1 Hz, OCH2CH3),6.99 (1 H, dd, J = 8.9, 2.4 Hz, 6-H),7.07 (1 H, d, J = 2.4 Hz, 4-H), 7.12(1 H, dd, J = 2.1, 0.8 Hz, 3-H), 7.28(1 H, d, J = 8.9 Hz, 7-H), 9.30 (1 H,s, NH); 13C NMR d14.32 (OCH2CH3),45.83 (NMe2), 58.38 (Me2NCH2CH2), 60.82 (OCH2CH3), 66.57 (Me2NCH2CH2), 103.67 (4-C), 108.13(3-C), 112.69 (7-C), 117.37 (6-C), 127.74 (2-C), 127.89 (3a-C), 132.42 (7a-C),153.83 (5-C), 162.01 (C=O)

According to the analysis of related databases, 4584-46-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Twum, Elvis A.; Nathubhai, Amit; Wood, Pauline J.; Lloyd, Matthew D.; Thompson, Andrew S.; Threadgill, Michael D.; Bioorganic and Medicinal Chemistry; vol. 23; 13; (2015); p. 3481 – 3489;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 118-69-4, 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. 118-69-4 name is 2,6-Dichlorotoluene, 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.

235.0 g (3.0 mol) of acetyl chloride were added dropwise with stirring at 100 C. in the course of 2 hours to a solution of 502.0 g (3.12 mol) of 2,6-dichlorotoluene and 408.0 g (3.06 mol) of aluminum trichloride. After the mixture had been stirred for 2 hours at 100-105 C. it was cooled, and the reaction mixture was poured onto 3 l of ice and 1 l of water. The solid which had precipitated during this process was filtered off with suction and washed to neutrality with 800 ml of water. After drying at 40 C., 500.0 g of 2,4-dichloro-3-methylacetophenone were obtained as crude product, which were subsequently distilled under a high vacuum. (Boiling point: 121-128 C. (4 mbar))

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,6-Dichlorotoluene, and friends who are interested can also refer to it.

Reference:
Patent; BASF Aktiengesellschaft; US6028035; (2000); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 694-80-4, name is 1-Bromo-2-chlorobenzene, 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 694-80-4, category: chlorides-buliding-blocks

Intermediate 86 2,2′-Dichloro-6-methoxy-biphenyl: To a solution of 2-chlorobromobenzene (15.5 g, 80.6 mmol) and sodium carbonate (9.0 g, 84.9 mmol) in DME-water (5:1) was added 2-chloro-6-methoxybenzene boronic acid (5.0 g, 26.8 mmol) at 82 C., followed by tetrakis(triphenylphosphine)palladium (0) (1.5 g, 1.4 mmol). The reaction mixture was heated at 82 C. overnight and cooled to room temperature. The mixture was extracted with ethyl acetate and washed with water. The organic solvent was removed under vacuum. Chromatography with 5% ethyl acetate in hexanes afforded 5.0 g (73%) of the title compound as a colorless oil.

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

Reference:
Patent; Wyeth; US2006/241172; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

886762-39-6, name is 3,4-Dichloro-2-fluoroaniline, 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. Product Details of 886762-39-6

Example 1 Preparation of 4-(3,4-dichloro-2-fluorophenylamino)-7-methoxyquinazolin-6-yl acetate (the compound of formula (VI)) 7-methoxy-4-oxo-3,4-dihydroquinazolin-yl acetate (100 g) was added to toluene (850 ml) and N,N-diisopropylethylamine (82.5 ml). Phosphorusoxy chloride (100 ml) was added thereto over 20 minutes at 75 C., followed by stirring for 3 hours. Toluene (450 ml) and 3,4-dichloro-2-fluoroaniline (84.6 g) were added to the resulting mixture, followed by stirring for 2 hours. Upon completion of the reaction, the resulting mixture was cooled to 25 C. The solid thus obtained was filtered under a reduced pressure and washed with toluene (400 ml). Isopropanol (1,000 ml) was added to the solid, which was then stirred for 2 hours. The resulting solid was filtered and washed with isopropanol (400 ml). The solid was dried at 40 C. in an oven to produce the compound of formula (VI) (143 g, yield: 83%). 1H-NMR (DMSO-d6, 300 MHz, ppm) delta 8.92 (s, 1H), 8.76 (s, 1H), 7.69-7.57 (m, 3H), 4.01 (s, 3H), 2.38 (s, 3H).

The synthetic route of 886762-39-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bang, Keuk Chan; Moon, Young Ho; Chang, Young Kil; US2014/275534; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics