Category: chlorides-buliding-blocks

Reference of 454-78-4,Some common heterocyclic compound, 454-78-4, name is 2-Bromo-1-chloro-4-(trifluoromethyl)benzene, molecular formula is C7H3BrClF3, 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.

3-Bromo-4-chlorobenzotrifluoride and piperazine were dissolved in NMP (2 mL) and heated to 200C for 30 mins in a microwave reactor. NMP was removed using flash chromatography (1 :10 MeOH:DCM) to give 1-(2-bromo-4-(trifluoromethyl)phenyl) piperazine (RD71 ) which was used without further purification

The synthetic route of 454-78-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NATIONAL UNIVERSITY OF IRELAND, MAYNOOTH; STEPHENS, John; FINDLAY, John; KINSELLA, Gemma; MARTIN, Darren; DEVINE, Robert; VELASCO-TORRIJOS, Trinidad; WO2013/60860; (2013); A1;,
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Related Products of 621-62-5, A common heterocyclic compound, 621-62-5, name is 2-Chloro-1,1-diethoxyethane, molecular formula is C6H13ClO2, 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 2-benzoyloxyacetaldehyde diethyl acetal Chloroacetaldehyde diethyl acetal (2.00 g), potassium benzoate (1.91 g), potassium iodide (0.41 g) and DMF (20 mL) were placed in a three-neck flask, followed by refluxing. Twenty hours later, the reaction mixture was cooled to room temperature, and water (30 mL) and ethyl acetate (80 mL) were added thereto, followed by stirring. After filtration, the organic layer was separated, was subjected to vacuum concentration and then to Kugelrohr distillation at 110-120 C. and at 1 mmHg and thereby yielded the target compound (2.41 g) in a yield of 77%.

The synthetic route of 621-62-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Daicel Chemical Industries, Ltd.; US2005/234246; (2005); A1;,
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Electric Literature of 625-98-9, A common heterocyclic compound, 625-98-9, name is 1-Chloro-3-fluorobenzene, molecular formula is C6H4ClF, 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.

A solution of 261.1 g (2.0 mol) of 1-chloro-3-fluorobenzene in 2000 ml of dry tetrahydrofuran under nitrogen is cooled to -78. To the solution is added 960 ml (2.4 mol) of 2.5 M n-butyllithium in hexanes over a period of 40 minutes. After stirring for 2.5 hours, a slurry of 155 ml of bromine cooled to -78 is added over 30 minutes and the mixture is stirred for 40 minutes before warming to -10. The reaction is quenched with an aqueous solution of 151.3 g (1.2 mol) of sodium sulfite and 16.0 g (0.4 mol) of sodium hydroxide in 500 ml of water. The organic layer is separated, the solvents are removed at ambient pressure, and the product is distilled at 92-96 (20 mm Hg) to obtain 2-bromo-3-fluoro-chlorobenzene as a colorless oil.

The synthetic route of 625-98-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Novartis AG; US6291523; (2001); B1;,
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Reference of 320-50-3, The chemical industry reduces the impact on the environment during synthesis 320-50-3, name is 1,4-Dichloro-2-(trifluoromethyl)benzene, I believe this compound will play a more active role in future production and life.

EXAMPLE 8 4-Chloro-2-trifluoromethylphenol To a 300 ml, 3-necked flask fitted with a stirrer, condenser, thermometer and drying tube is added dimethylsulfoxide (100 ml), tert-butanol (20 ml), powdered potassium hydroxide (KOH) pellets (85%, 30 g) and 2,5-dichlorobenzotrifluoride (21.5 g, 0.10 mole). The reaction mixture is warmed to 71-73 C. for 60 hours, then additional KOH (10 g) is added and heating is continued at 73-75 C. for 24 hours. The reaction mixture is cooled and the solvent partially removed by distillation at 0.9 mm, bp 55 C.). The cooled pot residue is then poured into ice water (1000 g) which had been preacidified to pH 1 with conc. HCl (50 ml). The aqueous mixture is extracted with carbon tetrachloride (CCl4), the CCl4 layer decanted and dried and the solvent removed under vacuum to afford 10.8 g of 4-chloro-2-trifluoromethylphenol, which is sublimed to afford pure product, mp 81-81.5 C. Elemental Anal. Calcd for C7 H4 ClF3 O: C, 42.75; H, 2.06; Cl, 18.04: Found: C, 42.54; H, 2.36; Cl, 18.16. STR14

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, 1,4-Dichloro-2-(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Rohm and Haas Company; US4259510; (1981); A;,
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Synthetic Route of 1009102-44-6,Some common heterocyclic compound, 1009102-44-6, name is 1-(4-Chlorophenyl)cyclopropanamine hydrochloride, molecular formula is C9H11Cl2N, 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 2:To a solution of methyl 4-(4-chloro-6-(2,2,2-trifluoroethoxy)- 1 ,3,5-triazin-2- ylamino)benzoate (870 mg, 2.4 mmol) from Step 1 in THF (10 mL) was added l-(4- chlorophenyl)cyclopropanamine, HC1 (500 mg, 2,450 mmol) and Hunig’sBase (1.677 mL, 9.60 mmol). The resulting mixture was stiiTed for 16 h. The precipitate was filtrated through a plug washing with THF to give acrude product that was purified by Biotage eluting with 4/1-hexane/ethyl acetate to give 1.1 g of the desired product as a solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(4-Chlorophenyl)cyclopropanamine hydrochloride, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; SUN, Li-Qiang; MULL, Eric; ZHAO, Qian; WANG, Tao; ZHANG, Zhongxing; SCOLA, Paul Michael; WO2012/24373; (2012); 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. 10541-69-2, name is (2,5-Dichlorophenyl)methanamine, A new synthetic method of this compound is introduced below., Quality Control of (2,5-Dichlorophenyl)methanamine

In a 20 mL scintillation vial, 4-amino-5-cyano-6-ethoxy-pyrindine-2-carboxylic acid (19 mg, 0.09 mmol) was dissolved in DMA (0.7 mL). Then TBTU (30 mg, 0.09 mmol) dissolved in DMA (0.7 mL) was added, followed by the addition of 2,5-dichlorobenzylamine (18 mg, 0.11 mmol, 1.2 eq.) in DMA (0.6 mL). Then TEA (9.37 mg, 0.09 mmol) dissolved in DMA (0.7 mL) was added. The mixture was shaken at room temperature for 24 hours. The crude mixture was purified using reverse phase HPLC (TFA). 1H NMR (500 MHz, DMSO-D6/D2O) ? ppm 1.24 (t, 3H) 4.03-4.86 (m, 4H) 5.88-7.87 (m, 4H). MS (ESI) positive ion 365 (M+H)+; negative ion 363(M?H)?.

The synthetic route of 10541-69-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Liu, Gang; Sham, Hing L.; Szczepankiewicz, Bruce G.; Xin, Zhili; Zhao, Hongyu; Serby, Michael D.; Liu, Bo; Liu, Mei; US2006/173050; (2006); A1;,
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Synthetic Route of 54730-35-7,Some common heterocyclic compound, 54730-35-7, name is 3,5-Dichloro-4-methylaniline, 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.

To a solution of 3,5-dichloro-4-methylaniline (0.9 mmol, 157.5 mg) in dimethyl sulfoxide (3.0 mL) is added carbodiimidazole (1.1 mmol, 178.4 mg) and stirred at room temperature for 2 hours. did.Then, 2,4-dibromo-6- (1H-tetrazol-5-yl) aniline (1.0 mmol, 319.0 mg) and triethylamino(1.0 mL) was added and stirred at room temperature for 24 hours. After heating under reduced pressure and distilling off the solvent, the resulting solid was dissolved in ethyl acetate (300 mL) and extracted three times with a saturated aqueous ammonium chloride solution (100 mL).The organic layers are combined and dried over magnesium sulfate, and the solvent is distilled off under reduced pressure.It was. The resulting solid was washed with toluene and ethyl acetate, dissolved in methanol, and subjected to silica gel column chromatography (ethyl acetate: methanol = 1: 1) to give UA-44 (12.0 mg, yield 3%). Was obtained as a white solid.

The synthetic route of 54730-35-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tohoku University; Uozumi, Nobuyuki; Arisawa, Mieko; Suzuki, Futoshi; Endo, Akira; Hamamoto, Susumu; Ikenokami, Yoshiaki; (20 pag.)JP2019/137678; (2019); A;,
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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 120758-03-4 as follows. Safety of 2-Chloro-3,5-dimethoxyaniline

Example 14 Synthesis of 1-(2-chloro-3,5-dimethoxyphenyl)-2-cyclohexyl-6-cyclopentyl-3-methyl-4(1H)-pyridinone (Compound 81) In 150 ml of chlorobenzene were dissolved 4.5 g of 1-cyclohexyl-5-cyclopentyl-2-methyl-1,3,5-pentanetrione and 6.0 g of 2-chloro-3,5-dimethoxyaniline. To the mixture was added 2.0 g of titanium tetrachloride, followed by refluxing for 4 hours. The chlorobenzene of the reaction mixture was distilled off and the residue was extracted with 150 ml of chloroform. The organic layer was washed first with 100 ml of 10% hydrochloric acid and then with 100 ml of a 10% aqueous solution of sodium hydroxide. After washing the organic layer with water, it was dried over anhydrous sodium sulfate and the solvent was distilled off. The residue was purified by column chromatography on silica gel (eluent: chloroform). The resulting crystals were recrystallized from ethyl acetate, affording 0.6 g of 1-(2-chloro-3,5-dimethoxyphenyl)-2-cyclohexyl-6-cyclopentyl-3-methyl-4(1H)-pyridinone having a melting point of 230-231 C.

According to the analysis of related databases, 120758-03-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KUMIAI CHEMICAL INDUSTRY CO., LTD.; IHARA CHEMICAL INDUSTRY Co., Ltd.; EP304057; (1989); A2;,
Chloride – Wikipedia,
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Reference of 928-50-7,Some common heterocyclic compound, 928-50-7, name is 5-Chloropent-1-ene, molecular formula is C5H9Cl, 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: Sodium azide (0.5 g, 8 mmol) was added to the stirredsolution of chlorides 1b,e,f or tosylates 1c,d (6 mmol) indry DMSO (8 ml) at room temperature. The reactionmixture was stirred at 70C for 15 h, then washed well withwater (3×10 ml) and extracted with CH2Cl2 (2×10 ml). Combined organic layers were dried over MgSO4, filtered,and concentrated to obtain the crude azides 2b-f. Resultingazides were dissolved in Et2O (10 ml), PPh3 (1.6 g, 6 mmol)was added, the reaction mixture was stirred at 0C for 1.5 h.Then water (1 ml) was added and the reaction mixture wasstirred at room temperature overnight. After the completion,the reaction mixture was poured onto crushed ice andextracted with CH2Cl2 (3×10 ml). Organic layers werecombined and dried over MgSO4, filtered, and concentratedunder reduced pressure to obtain amines 3b-f. Solution ofamine 3a-f in CH2Cl2 (10 ml) was stirred with K2CO3(2.2 g, 16 mmol) at 0C for 15 min. Acryloyl chloride(0.6 ml, 7 mmol) was added dropwise at 0C, and themixture was stirred at room temperature for 6 h. Thereaction was monitored by TLC. After completion of thereaction, cold water (10 ml) was added and the mixture wasextracted with CH2Cl2 (3×10 ml). The combined organiclayers were washed with brine, dried over anhydrous MgSO4,filtered, and concentrated under reduced pressure. Thecrude diene amides 4a-f were purified on silica gel column,eluting with EtOAc-petroleum ether with increasing gradient.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Chloropent-1-ene, its application will become more common.

Reference:
Article; Gondal, Humaira Yasmeen; Buisson, Didier; Chemistry of Heterocyclic Compounds; vol. 52; 3; (2016); p. 183 – 191; Khim. Geterotsikl. Soedin.; vol. 52; 3; (2016); p. 183 – 191,9;,
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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. 69411-05-8, name is 3-Chloro-5-trifluoromethylaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 69411-05-8

11568] 3-Chloro-5-trifluoromethylaniline (3.66 g, 18.7 mmol) was dissolved in 70 mE THF and stirred in an ice bath. To it were added 13oC2O (4.48 g, 20.6 mmol) and DMAP (2.51 g, 20.6 mmol). The mixture was stirred for overnight, and was concentrated in vacuo. The residue was taken into 200 mE EtOAc, washed with water x3, dried, rotavaped, and subjected to silica flash column using 1% MeOH in DCM to get tert-butyl 3-chloro-5-(trifluoromethyl)phenylcarbamate (466,3.37 g, 61%) as awhite solid. It was dissolved in 100 mE dry THF and treated with NaH (60% in mineral oil, 910 mg, 22.8 mmol) at RT for 15 mm and then iodomethane (1.42 mE,22.8 mmol) was added. The mixture was stirred for overnight, concentrated, taken into 200 mE EtOAc, washed with water x2, dried, concentrated, and subjected to silica flash colunm using 0 to 5% EtOAc in DCM to isolate the methylation product as an oil. It was treated with 1:1 TFADCM (10 mE/lO mE) at RT for 3 hours, concentrated in vacuo, taken into 200 mE EtAOc and SOmE iN NaOH. The organic phase was separated, washed with water, dried, subjected to silica flash column with 1% MeOH in DCM to isolate 3-chloro-N- methyl-5-(trifluoromethyl)aniline (467, 1.76 g, 53%) as an oil.

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; JIA, Zhaozhong J.; CHEN, Wei; THOMAS, William D.; US2015/158865; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics