Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 54788-38-4, name is 2-Chloro-4-methoxy-1-methylbenzene, 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 54788-38-4, HPLC of Formula: C8H9ClO

To 2-chloro-4-methoxytoluene (344 muL, 2.5 mmol, 1.0 eq.) in MeCN (1.5 mL) at 0C is added NBS (500 mg, 3.0 mmol, 1.2 eq.) in 2 portions (2nd half after 30 min stirring). The reaction mixture is allowed to stir at r.t. for 18h. The solvent is removed in vacuo, and the residue is dissolved in DCM and washed with brine, dried over anhydrous Na2SO4, filtered and concentrated in vacuo to afford the expected product as a mixture, which is used as such in the next step

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; GALAPAGOS NV; LES LABORATOIRES SERVIER; LABEGUERE, Frederic, Gilbert; HENG, Rama; DE CEUNINCK, Frederic, Andre; ALVEY, Luke, Jonathan; AMANTINI, David; BREBION, Franck, Laurent; DEPREZ, Pierre, Marc, Marie, Joseph; GOSMINI, Romain, Luc, Marie; JARY, Helene; PEIXOTO, Christophe; POP-BOTEZ, Iuliana, Ecaterina; VARIN, Marie, Laurence, Claire; (180 pag.)WO2017/211666; (2017); A1;,
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Reference of 2106-02-7, These common heterocyclic compound, 2106-02-7, name is 2-Chloro-4-fluoroaniline, 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.

Fully dried 50 mL three-neck eggplant flask(Condenser, with three-way cock, with magnetic stir bar)2-Ethoxyphenbornoronic acid0.50 g (3.0 mmol) (manufactured by Tokyo Chemical Industry Co., Ltd.)2-Chloro-4-fluoroline(Made by Wako Pure Chemical Industries, Ltd.) 0.34 mL (2.9 mmol), 1,3-bis- (2,6-diisopropylphenyl) imidazolium- (allyl) -palladium (II) -chloride(Sigma Aldrich Japan Co., Ltd.)0.008 g (0.028 mmol), barium hydroxide octahydrate (manufactured by Wako Pure Chemical Industries, Ltd.) 0.99 g (3.1 mmol) was added,Isopropyl alcohol (Kanto Chemical Co., Ltd.)It was dissolved in 20 mL and reacted at 80 C. for 6 hours.After the reaction, the solid residue is removed by filtration,The solvent was distilled off under reduced pressure to obtain a crude product.Crude product is silica gel column chromatograph(Eluent: hexane / ethyl acetate = 9/1)Compound 27 was purified by purification using0.66 g (100%, light brown liquid) was obtained.

Statistics shows that 2-Chloro-4-fluoroaniline is playing an increasingly important role. we look forward to future research findings about 2106-02-7.

Reference:
Patent; Mitsui Chemical Inc; Hanada, Shiori; Kinoshita, Shinsuke; Kawamura, Noromori; Muroto, Toshihiro; Tanaka, Kenichi; Ishii, Seiichi; Terao, Hiroshi; Saito, Yasunori; Hara, Retsu; Mizobuchi, Yusuke; (67 pag.)JP5769444; (2015); B2;,
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Reference of 112-26-5,Some common heterocyclic compound, 112-26-5, name is 1,2-Bis(2-chloroethoxy)ethane, molecular formula is C6H12Cl2O2, 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.

The synthesis of precursor P4 was realized by a Williamsonether procedure. To a solution of 1.50 g (9.92 mmol) of 4-(acetylamino)phenol (1) in anhydrous DMF (30 mL) andinert N2 atmosphere, were added 10.0 equivalents of anhydrousK2CO3, whereupon the mixture was stirred over30 minutes at 120C. Subsequently were added 755 mul(4.90 mmol) of 1,2-bis(2-chloroethoxy)ethane (P2) and 1.0equivalent of KI. The mixture was maintained with stirringover a twelve-hour period at 120C. Finally, the mixture wasfiltered in order to remove the salt, then the solvent wasevaporated in vacuum and acetone was added. A precipitatewas obtained, which was filtered, washed with acetoneand then with water and vacuumdried to give a whitesolid. Yield: 1.83 g (90%). Melting point: 160-161C. IR (KBr,nu, cm-1): 3306, 1659, 1594, 1530, 1243. 1H NMR (400 MHz,DMSO-d6, delta, ppm, J, Hz): 9.84 (s, 2H, H-8), 7.45 (d, J= 9.0, 4H,H-6), 6.84 (d, J =9.0, 4H,H-5), 4.02 (t, J = 4.7, 4H, H-3), 3.71 (t,J = 4.7, 4H, H-2), 3.60 (s, 4H, H-1), 1.99 (s, 6H, H-10). 13CNMR(101 MHz, DMSO-d6, delta, ppm): 167.7 (C-9), 154.2 (C-4), 132.6(C-7), 120.5 (C-6), 114.4 (C-5), 69.9 (C-1), 69.0 (C-2), 67.2 (C-3),23.8 (C-10). ESI-MS: m/z (positive ion mode) 416.9 [M + H]+(28.55%), 454.9 [M + K]+ (82.30%), 871.9 [2M+K]+ (23.92%).Elem. Anal. Calcd for C22H28N2O6.H2O: C, 60.82; H, 6.96; N,6.45; O, 25.78. Found: C, 60.9; H, 6.37; N, 6.23.

The synthetic route of 112-26-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gomez-Vega, Jancarlo; Moreno-Corral, Ramon Alfonso; Santacruz Ortega, Hisila; Corona-Martinez, David Octavio; Hoepfl, Herbert; Sotelo-Mundo, Rogerio R.; Ochoa-Teran, Adrian; Escobar-Picos, Raymundo Enrique; Ramirez-Ramirez, Jose Zeferino; Juarez-Sanchez, Octavio; Lara, Karen Ochoa; Supramolecular Chemistry; vol. 31; 5; (2019); p. 322 – 335;,
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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,
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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

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: 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 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

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

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,
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