Month: August 2021

Related Products of 1435-50-3, 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 1435-50-3 as follows.

Reference Example 76 1-(2,5-dichlorophenyl)-6-methoxyindan-1-ol To a solution of 1-bromo-2,5-dichlorobenzene (4.18 g, 18.5 mmol) in THF (25 mL) was added dropwise 1.6 M n-butyllithium hexane solution (13.8 mL, 22.1 mmol) at -78C, and the mixture was stirred for 30 min. Then, a solution of 6-methoxyindan-1-one (2.00 g, 12.3 mmol) in THF (15 mL) was added dropwise, and the mixture was stirred for 1 hr. To the reaction mixture was added saturated aqueous ammonium chloride solution and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give the title compound (1.95 g, yield 51%) as an oil. 1H-NMR (CDCl3) delta: 2.29 – 2.42 (1H, m), 2.52 (1H, s), 2.79 – 3.00 (2H, m), 3.04 – 3.23 (1H, m), 3.73 (3H, s), 6.53 (1H, d, J = 2.4 Hz), 6.87 (1H, dd, J = 8.3, 2.4 Hz), 7.16 – 7.30 (3H, m), 7.70 (1H, d, J = 2.3 Hz).

According to the analysis of related databases, 1435-50-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2298731; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 622-86-6, name is (2-Chloroethoxy)benzene, 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 622-86-6, Formula: C8H9ClO

2-(3-bromophenyl)aceticacid (4.0 g, 18.6mmol) was dissolved in trifluoroacetic anhydride (3.6 mL), then (2-chloroethoxy)benzene(2.56 mL, 19.5 mmol) was added dropwise. The resulting mixture was allowed tostir at room temperature for overnight. The reaction mixture was quenched with saturatedaqueous sodium bicarbonate and then extracted twice with ethyl acetate. Theorganic phases were combined and dried over anhydrous magnesium sulfate andconcentrated on a rotary evaporator. Purification with normal phasechromatography (ethyl acetate/hexane) afforded 5.46 g (83%) of the desiredproduct as a yellow solid (83%). 1H NMR (400MHz, CDCl3) delta 8.07 (d, J =8.9 Hz, 2H), 7.47-7.40(m, 2H), 7.25-7.24 (m, 2H), 7.07(d, J = 8.9 Hz, 2H), 4.35 (m, 4H), 3.92-3.89(m, 2H); MS (ESI) (m/z) 353.0/355.0 (M+H)+.

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

Reference:
Article; Childers, Wayne; Fan, Rong; Martinez, Rogelio; Colussi, Dennis J.; Melenski, Edward; Liu, Yuxiao; Gordon, John; Abou-Gharbia, Magid; Jacobson, Marlene A.; Bioorganic and Medicinal Chemistry Letters; vol. 30; 2; (2020);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 20850-43-5, These common heterocyclic compound, 20850-43-5, name is 5-(Chloromethyl)benzo[d][1,3]dioxole, 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.

General procedure: A mixture of the required pyrrole-2-carboxylic acid ethylester 9-12 (3 mmol), sodium hydride (4.5 mmol) and theappropriate arylmethylchloride (4.5 mmol) in dry dimethylformamide(5 mL) was stirred at room temperature for 48hours; after this time water was added and the resultingcrude material was extracted with diethyl ether (3 50 mL).The combined organic layers were dried over anhydroussodium sulphate, filtered, and concentrated under reducedpressure; the obtained residue was purified by means of flashchromatography using a mixture of ethyl acetate/cyclohexane (2:8, v:v) as eluent. Oil compounds 19 and 20 (yield: 55 and 53%, respectively) were immediately usedwithout further purification for the next step. Using this procedure,the following compounds were obtained:

Statistics shows that 5-(Chloromethyl)benzo[d][1,3]dioxole is playing an increasingly important role. we look forward to future research findings about 20850-43-5.

Reference:
Article; Salerno, Loredana; Modica, Maria N.; Romeo, Giuseppe; Pittala, Valeria; Cagnotto, Alfredo; Siracusa, Maria A.; Medicinal Chemistry; vol. 11; 2; (2015); p. 109 – 117;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 85462-59-5,Some common heterocyclic compound, 85462-59-5, name is 2-Bromo-5-chloro-4-fluoroaniline, molecular formula is C6H4BrClFN, 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: 2-bromo-5-chloro-4-fluoro-N,N-dimethylaniline 2-Bromo-5-chloro-4-fluoroaniline (2.25 g, 0.01 mol), 40% formaldehyde solution (10 mL, 0.133 mol), and formic acid (4.6 g, 0.1 mol) were reacted at 100C for 3 hours. NaOH was added to adjust it to strongly alkaline, and then the resultant was extracted with CH2Cl2. The extract was dried, spin evaporated, and purified by silica gel column chromatography to give 2-bromo-5-chloro-4-fluoro-N,N-dimethylaniline (2.46 g, 97% yield). 1H-NMR (400 MHz, CDCl3):delta= 7.368 (d, J = 8.4 Hz, 1H), 7.079 (d, J = 6.8 Hz, 1H), 2.748 (s, 6H). MS m/z [ESI]: 253.9 [M+1].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-5-chloro-4-fluoroaniline, its application will become more common.

Reference:
Patent; Chia Tai Tianqing Pharmaceutical Group Co.,Ltd; Centaurus BioPharma Co., Ltd.; Lianyungang Runzhong Pharmaceutical Co., Ltd.; XIAO, Dengming; XU, Xinhe; LIU, Xijie; HU, Yuandong; YU, Honghao; LIU, Zhihua; PENG, Yong; SUN, Yinghui; LUO, Hong; KONG, Fansheng; HAN, Yongxin; SUN, Jian; EP2952510; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 33786-89-9, These common heterocyclic compound, 33786-89-9, name is 5-Chloro-m-phenylenediamine, 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 22 (3-Azido-5-chlorophenyl)-(6,7-dimethoxyquinazolin-4-yl)amine 4-Chloro-6,7-dimethoxyquinazoline (200 mg, 0.89 mmol) and 5-amino-3-chloroaniline (253 mg, 1.78 mmol) were combined in isopropanol (3 mL) and heated to reflux for 16 hours under an atmosphere of dry nitrogen. After cooling to 20C the mixture was diluted with methanol (5 mL) and the resulting precipitate was filtered and dried, in vacuo, to afford 252 mg (77%) of (3-amino-5-chlorophenyl)-(6,7-dimethoxyquinazolin-4-yl)amine hydrochloride (mp. 298-301C; LC-MS: 331 (MH+)).

Statistics shows that 5-Chloro-m-phenylenediamine is playing an increasingly important role. we look forward to future research findings about 33786-89-9.

Reference:
Patent; PFIZER INC.; EP1110953; (2001); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, 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 1871-57-4, COA of Formula: C4H6Cl2

To a 500 mL two-necked flask equipped with a magnetic stirrer and a reflux device was added NaH (19.2 g, 0.8 mol, 7.4 eq.), Ar gas protection, Pumping gas three times, Anhydrous THF (250 mL) was added, 3-chloro-2-chloromethylpropylene (13.5 g, 0.11 mol, 1 eq.), 1-dodecanol (42.3 g, 0.227 mol, 2.1 eq.) Was added dropwise. The reaction was refluxed overnight at 65 deg C, Cooled to room temperature, Add water quenching reaction, Spin to spin to THF, Extracted with CH2Cl2 (50 mL x 3) Combine organic phase, Distilled water (50 mL x 3), The organic phase was dried over anhydrous magnesium sulfate, The magnesium sulfate was removed by filtration, Steaming the solvent, The residue was purified by silica gel column chromatography (eluent: PE / CH2Cl2 = 5/1) To give 32.4 g of a colorless liquid, Yield 75%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Chloro-2-chloromethyl-1-propene, and friends who are interested can also refer to it.

Reference:
Patent; Donghua University; Jin, Wusong; Zhang, Dengqing; Xiao, Duoduo; Li, Xianying; Chen, Beihua; Ning, Ruguang; Zhang, Zhen; (13 pag.)CN103819479; (2017); B;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 7006-52-2,Some common heterocyclic compound, 7006-52-2, name is N-Methyl-3-chloroaniline, molecular formula is C7H8ClN, 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.

2 mmol of trifluoroethylamine hydrochloride, 1 mL of water, 34 uL of acetic acid, 1 mL of dichloroethane, and a rubber stopper were placed in the reaction tube, and fixed on a stirrer. take 42 mg of sodium nitrite in a 1.5 mL sample tube. Add 1 mL of water to the sample tube and shakeThe sample tube dissolves sodium nitrite.Dissolving the dissolved sodium nitrite solution into the reaction tube with a syringe,Stir for half an hour at room temperature. dissolve the iron porphyrin of formula 4 with 1 mL of dichloromethane (R1 = CF3, R2 = R3 = H)(The catalytic amount is 9/1000 of the molar amount of the secondary amine), and 0.24 mmol of 3-chloro-N-methylaniline was taken in the sample tube. After half an hour, the mixed solution in the sample tube was dropped into the reaction tube, stirred while stirring, and the temperature was raised to 80 °C for 12 hours. The reaction solution was cooled to room temperature and filtered to remove a portion.The impurities are concentrated and purified by column chromatography to obtain the target product. The column chromatography eluent is a mixed solvent of petroleum ether and acetone. The structure of 3-chloro-N-methyl-N-(2,2,2-trifluoroethyl)aniline is as follows: The compound was a pale yellow liquid with a yield of 72percent and its nuclear magnetic data was as follows:

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

Reference:
Patent; Yuanjiang Hualong Catalysis Technology Co., Ltd.; Liu Qiang; Xu Guiming; Guo Cancheng; (16 pag.)CN108997145; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 72934-36-2, name is 1-(4-Chlorophenyl)cyclopropanamine, 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 72934-36-2, Computed Properties of C9H10ClN

To a slurry of tert-butyl 4-(4-chloro-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-ylamino)benzoate (3.6 g) and 1-(4-chlorophenyl)cyclopropanamine (1.49 g) in THF (50 mL) was stirred for 5 hours at 80 C. 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 1.8 g of tert-butyl 4-(4-(1-(4-chlorophenyl)cyclopropylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-ylamino)benzoate as a 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; Wang, Tao; Yin, Zhiwei; Scola, Paul Michael; US2014/134130; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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 60811-18-9 as follows. Recommanded Product: 60811-18-9

A] stirred solution of 4-bromo-1- chloro-2-fluorobenzene (25g, 0. 119mol) and triisopropylborate (30. 5ml, 0.131 mol) in dry THF [(500ML)] under argon is cooled [TO-100C] and n-butyllithium (52. [5ML] of a 2.5M solution in hexanes, 0.131 mol) is added dropwise over [15MIN.] The reaction mixture is allowed to warm gradually to room temperature over 18h before it is quenched by the addition of 2M hydrochloric acid (250ml) and stirred at room temperature overnight. The THF is removed under reduced pressure, the aqueous residue is diluted with water [(500ML)] and the mixture is extracted with diethyl ether (3 x [200ML).] The combined ether extracts are washed with saturated brine [(200MOI),] dried [(MGS04),] filtered, evaporated and [DRIED IN VACUO TO] give a colourless solid-a mixture of 4-Chloro-3-fluorobenzeneboronic acid and the functionally equivalent [CYCLOTRIBOROXANE.]

According to the analysis of related databases, 60811-18-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/33435; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 445-13-6, These common heterocyclic compound, 445-13-6, name is 3-Chloro-4-(trifluoromethyl)aniline, 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 13 (3S,6S)-3-[3-((S)-4-Hydroxy-6-aza-spiro[2.5]oct-6-yl)-propyl]-6,8a-dimethyl-5- hexahydro-oxazolo[3,2-a]pyrazine-7-carboxylic acid (3-chloro^t-trifluoromethyl- phenyl)-amide OH A solution of 4-amino-2-chlorobenzotrifiuoride (30 mg, 0.15 mmol) in acetonitrile (0.5 mL) was added dropwise at 0C to a solution of bis-(trichloromethyl)-carbonate (17 mg, 50 muetaiotaomicron) in acetonitrile (0.5 mL) and pyridine (13 mg, 0.16 mmol). The ice bath was removed, then after 30 min a solution of (3S,6S)-3-[3-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)- propyl]-6,8a-dimethyl-hexahydro-oxazolo[3,2-a]pyrazin-5-one (example 12G) in acetonitrile (0.5 mL) was added. After 3 h the reaction mixture was evaporated and the residue purified by chromatography (Si02; DCM? DCM/MeOH/25% aq. ammonia solution 90:10:0.25) to pruduce the title compound (39 mg, 47%). White solid, MS: 559.4 (M+H)+.

Statistics shows that 3-Chloro-4-(trifluoromethyl)aniline is playing an increasingly important role. we look forward to future research findings about 445-13-6.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; AEBI, Johannes; BINGGELI, Alfred; GREEN, Luke; HARTMANN, Guido; MAERKI, Hans P.; MATTEI, Patrizio; WO2011/42399; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics