Tag: M.W=100-200

Related Products of 118-69-4, The chemical industry reduces the impact on the environment during synthesis 118-69-4, name is 2,6-Dichlorotoluene, I believe this compound will play a more active role in future production and life.

To a mixed solution of compound 39-a-1 (5 g, 31.06 mmol), iron powder (87 mg, 1.55 mmol) and iodine (39mg, 0.15 mmol) in carbon tetrachloride was added dropwise bromine (5.22 g, 32.61 mmol) at room temperature. Afterthe addition was complete, the reaction solution was stirred at room temperature for two days. The reaction solutionwas quenched with sodium bisulfite solution, extracted with dichloromethane (2*50 ml), and the organic phase waswashed with saturated brine (30 ml), concentrated and dried to give compound 39-a (4.77 g) as a colorless oil directlyused in the next reaction, purity 76%, yield 64%, MS m/z(ESI):N/A.

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, 2,6-Dichlorotoluene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shanghai Haiyan Pharmaceutical Technology Co., Ltd.; Yangtze River Pharmaceutical Group Co., Ltd.; LAN, Jiong; ZHOU, Fusheng; ZHAO, Jinzhu; HUANG, Dong; XIE, Jing; HU, Yi; LV, Qiang; (63 pag.)EP3412653; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 4863-91-6,Some common heterocyclic compound, 4863-91-6, name is 3-Chloro-5-fluoroaniline, molecular formula is C6H5ClFN, 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) 4-Bromo-3-chloro-5-fluoroaniline 3-Chloro-5-fluoroaniline (2061 mmol, 300 g) was dissolved in ACN (3000 ml) and the solution cooled to 0 C. NBS (2061 mmol, 367 g) was added to the reaction mixture in small portions keeping the temperature below 10 C. Reaction mixture was stirred at 10+-5 C. for 3.5 h. 10% Aqueous NaHSO3 was added and the reaction mixture was concentrated under vacuum to remove organic solvents. Water and DCM was added, stirred for 15 min and the phases were separated. The water phase was extracted with DCM. The combined organics were washed with water. The organic phase was evaporated. 2-Propanol was added to the residue and distilled until the steam temperature was 80 C. Water was added and the temperature was kept at 40+-10 C. The mixture was cooled to 5 C. and stirred for 4 h. The precipitate was removed by filtration, washed with water and dried under vacuum. 440.7 g of the title compound was obtained. 1H-NMR (400 MHz, DMSO-d6): delta 5.87 (s, 2H), 6.42-6.49 (m, 1H), 6.62-6.66 (m, 1H).

The synthetic route of 4863-91-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ORION CORPORATION; Toermakaengas, Olli; Wohlfahrt, Gerd; Salo, Harri; Ramasurbamanian, Rathna Durga; Patra, Pranab Kumar; Martin, Arputharaj Ebenezer; Heikkinen, Terhi; Vesalainen, Anniina; Moilanen, Anu; Karjalainen, Arja; US2014/94474; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 26487-67-2, 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. 26487-67-2 name is 1-(2-Chloroethyl)azepane hydrochloride, 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.

EXAMPLE 12 11-Cyano-11-[2(hexamethyleneimino)ethyl]-6,11-dihydrodibenz[b,e]oxepin oxalate To a solution of 11-cyano-6,11-dihydrodibenz[b,e]oxepin of Example 1A (7.2 g; 0.032 mole) in dry DMF (110 ml) at 5° C. is added sodium hydride (1.9 g; 0.08 mole) portionwise under a nitrogen atmosphere. After stirring at ambient temperature for 11/2 hours, the reaction is cooled to 10° C. and 2-(hexamethylene-imino)ethyl chloride hydrochloride (6.9 g; 0.035 mole) is added portionwise. Stirring is continued at 100° C. for 21/2 hours. The reaction is cooled and poured into two liters of ice water, extracted with ether and the ether back extracted with 2 N HCl. The acidic extracts are combined and made basic with sodium hydroxide. After extracting with ether, washing with a saturated NaCl solution and drying (K2 CO3), the ether is removed in vacuo to provide 3.0 g of an oil (27percent).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(2-Chloroethyl)azepane hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; Hoechst-Roussel Pharmaceuticals Inc.; US4335122; (1982); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 445-13-6, name is 3-Chloro-4-(trifluoromethyl)aniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C7H5ClF3N

To a stirred solution of 3-chloro-4-(trifluoromethyl)aniline (AS) (10 g, 51.2 mmol) in glycerol (120 mL) were added sulfamix (17.3 g, 76.8 mmol), FeS04.7H20 (2.9 g, 10.7 mmol) followed by boric acid (5.06 g, 81.9 mmol) at RT. The reaction mixture was cooled to 0 C; Conc.H2S04 (35 mL) was added to the reaction mixture and heated at 145 C for 3 h. After consumption of the starting material (by TLC), the reaction was quenched with cold water and neutralized with NaHC03. The aqueous layer was extracted with CH2CI2 (3 x 500 mL). The combined organic phases were washed with water (100 mL), brine (100 mL), dried over anhydrous Na2S04> filtered and concentrated in vacuo. The obtained crude material was purified by silica gel column chromatography eluting with 30% EtOAc/hexane to afford AT (mixture of 5,6- and 6,7-regio isomers) (4 g, 17.2 mmol, 34%) as syrup.To a stirred solution of AT (mixture of 5,6- and 6,7-regio isomers) (4 g, 17.2 mmol) in EtOAc (20 mL) was added m-CPBA (7.4 g, 43 mmol) at 0 C and the reaction mixture was stirred at RT for 12 h. After consumption of the starting material (by TLC), the reaction mixture was concentrated under reduced pressure. The crude material was purified by silica gel column chromatography eluting with 10% MeOH/CH2Ci2 to afford AU (mixture of 5,6- and 6,7-regio isomers) (2 g, 8.06 mmol, 47.6%) as yellow solid.To a stirred solution of AU (mixture of 5,6- and 6,7-regio isomers) (5.0 g, 20.1 mmol) in ACN (50 mL) was added Et3N (7.1 g, 70.3 mmol) followed by TMSCN (6.9 g, 70.3 mmol) at 0 C under an inert atmosphere. The reaction mixture was stirred at RT for 14 h. The volatiles were evaporated under reduced pressure and the crude material was purified by silica gel column chromatography eluting with 8% EtOAc/Hexane to afford AV (6,7-isomer) (2.0 g, 7.75 mmol, 38.4%) as a brown solid.

The synthetic route of 445-13-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VIAMET PHARMACEUTICALS, INC.; HOEKSTRA, William, J.; SCHOTZINGER, Robert, J.; RAFFERTY, Stephen, William; WO2012/64943; (2012); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 102-49-8, 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. 102-49-8, name is 3,4-Dichlorobenzylamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: In a 50mL round bottom flask, Compound 6 (0.5g, 0.6698mmol), potassium iodide (1.11g, 0.698mmol), and cyclopropylamine (2.43mL, 2.00g, 35mmoL) in isopropanol (5mL) was shocked to dissolve at 50°C. The reaction was insulated. Reaction progress was monitored by TLC. After reaction completion, it was concentrated. The residue was dissolved in water (50mL) and ethyl acetate (100mL). The aqueous layer was washed with ethyl acetate (3 × 50mL). The combined organic phases was washed with saturated aqueous sodium bicarbonate (50mL) and brine (40mL), dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated to give the crude product. Purified by chromatography on silica gel eluting with methanol:dichloromethane:ammonia (4:95.6:0.4 to 6:93.5:0.4) to give 0.38g of the title compound (2R,3S,4R,5S,8R,10R,11R,12S,13S,14R)-13-[(2,6-dideoxy-3-C-methyl-3-O-methyl-4-C-[(cyclopropylamino)methyl]-alpha-L-ribopyranosyl)oxy]-2-ethyl-3,4,10-trihydroxy-3,5,8,10,12,14-hexamethyl-11-[[3,4,6-trideoxy-3-(dimethylamino)-beta-D-hexylxylopyranosyl]oxy]-1-oxa-7-azacyclopentadecan-15-one For Examples 5 to 80, R is described in Table 1 and R in nitrogen or sulfur are directly connected to R3 methylene. R’ is H for Examples 5 to 80. Example 5 prepared according to General Procedure 1, General Procedure 2, and General Procedure 3 was followed for Examples 6-80 with specific reaction time and basis listed in the table. In the table, structure, yield and mass spectrometry ( “MassSpec”) data are given for the final compound.

The synthetic route of 3,4-Dichlorobenzylamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pulike Biological Engineering, Inc.; Liu, Xingjin; Zhang, Xuke; (77 pag.)CN105669798; (2016); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

7051-16-3, name is 1-Chloro-3,5-dimethoxybenzene, 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. Recommanded Product: 1-Chloro-3,5-dimethoxybenzene

Example 9 Synthesis of Aromatic Amines Copper iodide (0.05 mmol), ligand L-II-71 (0.05 or 0.1 mmol), potassium phosphate (1.1 mmol) were added into a 10 mL of Schlenk tube. The tube was then evacuated and backfilled with argon (this sequence was repeated three times), and then aryl chloride (1.0 mmol), 1 mL of DMSO and ammonium hydroxide (2.0 mmol) were added. The reaction mixture was well stirred at 110C. or 120C. for 24 hours. After cooling, water and ethyl acetate were added and mixture was separated. The aqueous phase was extracted twice with ethyl acetate. The combined organic phase was dried over anhydrous sodium sulfate. After concentration, the residue was purified by column chromatography to give the product aromatic amines.

The synthetic route of 7051-16-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CE Pharm CO., LTD; Ma, Dawei; Zhou, Wei; Fan, Mengyang; Wu, Haibo; Yin, Junli; Xia, Shanghua; (73 pag.)US10500577; (2019); B2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 932-96-7, 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. 932-96-7, name is 4-Chloro-N-methylaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(a) 5-r(4-Chlorophenv0methylamino]pyridine-2-carbaldehvde The sub-title compound was prepared from 5-bromo-2-formylpyridine and 4-chloro-Lambda/-methylaniline. Toluene (e.g.100 mL) and 4-chloro-Lambda/~methylaniline (e.g. 37.8 mmol) may be added to a mixture of Cs2CO3 (e.g. 53 mmol), Pd(OAc)2 (e.g. 1.9 mmol), BINAP (e.g. 2.8 mmol) and 5-bromo-2-formylpyridine (e.g. 37.8 mmol). The mixture may be stirred at 85 0C for 20 h and filtered through Celite. The solids may be washed with EtOAc. The combined filtrates may be concentrated and the residue purified by chromatography to give the sub-title compound.

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

Reference:
Patent; BIOLIPOX AB; NILSSON, Peter; PELCMAN, Benjamin; KATKEVICS, Martins; WO2010/103297; (2010); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 14752-66-0, name is Sodium 4-chlorobenzenesulfinate, A new synthetic method of this compound is introduced below., Computed Properties of C6H4ClNaO2S

Example 67: 2-[1-[(4-Chlorophenyl)sulfonyl]-5-(methylsulfonyl)pentyl]naphthalene sodium 4-chlorobenzenesulfinate (211 mg, 1.06 mmol) and 2-bromomethylnaphthalene (235 mg, 1.06 mmol) were added to dimethoxyethane (5 ml).. The resulting mixture was stirred at 70C for 5 hours.. After cooling to room temperature, the solvent was concentrated under reduced pressure.. The residue was added with ethyl acetate and from the resulting mixture, the insoluble matter was filtered off.. The residue obtained by concentrating the filtrate under reduced pressure was washed with hexane to yield a white powder (90 mg). Then, a toluene (10 ml) solution of the resulting white powder (60 mg), the 4-(methylsulfonyl)-1-butanol (59 mg, 0.388 mmol) obtained in Referential Example 3 and cyanomethylenetri-n-butylphosphorane (91 mg, 0.379 mmol) was heated under reflux for 21 hours under an argon atmosphere.. After cooling to room temperature, the reaction mixture was concentrated under reduced pressure.. The residue was subjected to medium-pressure chromatography on a silica gel column, whereby from the fraction eluted with hexane:ethyl acetate(=2:3), the title compound was obtained as a white solid (62 mg). Melting point: 146.0-147.0C. IR (ATR) nu: 2931, 2861, 1581, 1508, 1473, 1457, 1392, 1359, 1309, 1274, 1191, 1147, 1126, 1081, 1010, 968, 902, 869, 819, 752, 734, 703, 646, 624, 566, 522, 472, 453 cm-1.1H-NMR (400MHz, CDCl3) delta: 1.34-1.51(2H,m), 1.78-1.99(2H,m), 2.25-2.40(1H,m), 2.50-2.62(1H,m), 2.84(3H,s), 2.89-3.03(2H,m), 4.19(1H,dd,J=11.2,3.9Hz), 7.18-7.36(4H,m), 7.39-7.61(4H,m), 7.69-7.90(3H,m). MS (m/z): 451 (M++H). Elemental Analysis for C22H23ClO4S2 Calculated: C 58.59%; H 5.14%; Cl 7.86%; S 14.22%. Found: C 58.46%; H 5.03%; Cl 7.94%; S 14.33%.

The synthetic route of 14752-66-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1466898; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 2613-30-1, A common heterocyclic compound, 2613-30-1, name is 4-Chloro-2,5-difluoroaniline, molecular formula is C6H4ClF2N, 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: To a solution of 1H-pyrrolo[3,2-H]quinoline-3-sulfonyl chloride (140 mg, 0.52 mmol) in pyridine (1.5 mL) was added 4-chloro-2,5-difluoroaniline (90 mg, 0.55 mmol). The reaction mixture was stirred at room temperature for 4h and then evaporated to dryness. The residue was triturated in a mixture of water/acetonitrile (8/2) and sonicated. The solid suspension was filtered, rinsed with water, dried under vacuum at 35C, to afford 105 mgof N-(4-chloro-2,5-difluorophenyl)-1 H-pyrrolo[3,2-h]quinoline-3-sulfonamide 1-118, as a beige solid.Yield: 50%.Basic LCMS Method 1 (ES): 394 (M+H), 99 % purity.1H NMR (400 MHz, DMSO-d6) 6 13.26 (s, 1H), 10.51 (s, 1H), 8.93 (dd, J = 4.4, 1.6 Hz,1 H), 8.46 (dd, J = 8.3, 1.6 Hz, 1 H), 8.04 – 7.65 (m, 3H), 7.59 (m, 1 H), 7.51 (dd, J = 9.8,6.8 Hz, 1H), 7.40 (dd, J = 10.4, 7.0 Hz, 1H).

The synthetic route of 2613-30-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UCB PHARMA GMBH; MUELLER, Christa E.; PEGURIER, Cecile; DELIGNY, Michael Louis Robert; EL-TAYEB, Ali; HOCKEMEYER, Joerg; LEDECQ, Marie; MERCIER, Joel; PROVINS, Laurent; BOSHTA, Nader M.; BHATTARAI, Sanjay; NAMASIVAYAM, Vigneshwaran; FUNKE, Mario; SCHWACH, Lukas; GOLLOS, Sabrina; VON LAUFENBERG, Daniel; BARRE, Anais; (493 pag.)WO2018/122232; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 4584-46-7,Some common heterocyclic compound, 4584-46-7, name is 2-Chloro-N,N-dimethylethanamine hydrochloride, molecular formula is C4H11Cl2N, 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 mixture of 4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-1 /-/-pyrazole (100 mg, 0.515 mmol), 2-chloro-A/,A/-dimethylethanamine hydrochloride (82 mg, 0.567 mmol), and Cs2C03 (504 mg, 1.546 mmol) in acetonitrile (2 ml_) was heated at 90 C for 3 d. After cooling to RT, the reaction mixture was partitioned between DCM and water. The aqueous layer was extracted with DCM and the combined extracts were washed (water), dried (MgS04), and concentrated in vacuo to give the title compound (76 mg, 56%) as a colourless oil. LCMS (Method B): RT = 0.61 min, m/z = 266 [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 2-Chloro-N,N-dimethylethanamine hydrochloride, its application will become more common.

Reference:
Patent; ALMAC DISCOVERY LIMITED; O’DOWD, Colin; HARRISON, Tim; HEWITT, Peter; ROUNTREE, Shane; HUGUES, Miel; BURKAMP, Frank; JORDAN, Linda; HELM, Matthew; BROCCATELLI, Fabio; CRAWFORD, James John; GAZZARD, Lewis; WERTZ, Ingrid; LEE, Wendy; (304 pag.)WO2018/73602; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics