Month: August 2021

Electric Literature of 627-42-9, 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. 627-42-9 name is 2-Methoxyethyl chloride, 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.

(6-Bromo-2-(ethoxymethoxy)quinolin-3-yl)boronic acid (82). To a solution of 81 (1.55 g, 5.85 mmol) in DMF(30 mL, anhydrous) at 0 C, DIPEA was added (3.06 mL, 17.5 mmol). 1-Chloro-2-methoxyethane(1.38 g, 14.6 mmol) was then added, and the resultant mixture stirred at r.t. for 48 h. The reaction wasdiluted with brine (50 mL) and extracted with EtOAc (3 20 mL). The combined organic layers washedwith brine (50 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to obtain ayellow solid. Crude product was triturated with hexanes:Et2O (1:1) mixture and filtered and collectedto give 82 as a white solid (1.31 g, 69%) which was pure enough to be used for the next step. 1H NMR(DMSO, 400 MHz) 8.69 (s, 2H), 8.42 (s, 1H), 8.12 (d, J = 2.4 Hz, 1H), 7.83 (dd, J = 9.1, 2.4 Hz, 1H), 7.56(d, J = 9.1 Hz, 1H), 5.73 (s, 2H), 3.55 (q, J = 7.1 Hz, 2H), 1.07 (t, J = 7.0 Hz, 3H). Found: [M + H OH +MeOH OH + MeOH] = 356.1. HRMS: calculated for C12H13BBrNO4: 325.0121; found: 325.0126.

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

Reference:
Article; Choi, Peter J.; Conole, Daniel; Sutherland, Hamish S.; Blaser, Adrian; Tong, Amy S.T.; Cooper, Christopher B.; Upton, Anna M.; Palmer, Brian D.; Denny, William A.; Molecules; vol. 25; 6; (2020);,
Chloride – Wikipedia,
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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. 6579-54-0, name is 2,6-Dichlorobenzenesulfonyl chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 6579-54-0

171 mg 3-[6-(2-Methoxy-phenyl)-pyrimidin-4-ylamino]-benzyl-ammonium chloride (prepared in Example 69) (0.5 mmol) was dissolved in 50 cm3 dry dichloromethane, 0.350 cm3 N,N-diisopropyl- ethylamine (259 mg, 2 mmol) was added and the mixture was cooled to 0 C in an ice bath. After sirring it for 15 minutes 196 mg 2,6-dichlorobenzenesulfonyl-chloride (0.8 mmol) was added and the mixture was sirred for 2 hours at 0 C and overnight at room temperature. Then 50 cm3 5% NaHC03 solution was added and it was extracted three times with 50-50 cm3 of chloroform. The combined organic layer was washed with brine, dried over MgS04, decolorized with activated carbon and evaporated under reduced preasure. The residual solid was recrystallized from minimal amount of acetonitrile and air-dried to give the desired product as an yellow solid. Yield: 34 mg (13%). For analitical results and compound identification see Table 1.

The synthetic route of 6579-54-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VICHEM CHEMIE KUTATO KFT.; GREFF, Zoltan; VARGA, Zoltan; KERI, Gyoergy; NEMETH, Gabor; OeRFI, Laszlo; SZANTAI KIS, Csaba; WO2011/77171; (2011); A1;,
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Electric Literature of 1435-48-9, The chemical industry reduces the impact on the environment during synthesis 1435-48-9, name is 2,4-Dichloro-1-fluorobenzene, I believe this compound will play a more active role in future production and life.

EXAMPLE 60 1-Cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-[3-(3-thienyl-1-piperazinyl]-3-quinolinecarboxylic acid A mixture of 229.6 g of 1,3-dichloro-4-fluorobenzene and 205.34 g of aluminum chloride was heated at 80 C. A 56 g portion of acetic anhydride was added dropwise over 2 hours, then the reaction was heated at 100 C. for 8 hours, poured onto a mixture of concentrated hydrochloric acid and ice and extracted several times with ether. The ether extracts were combined, washed with water, dried and the solvents evaporated. The solid was purified by vacuum distillation, giving 156.63 g of 6-acetyl-1,3-dichloro-4-fluorobenzene.

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, 2,4-Dichloro-1-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; American Cyanamid Company; US4940710; (1990); A;,
Chloride – Wikipedia,
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Application of 24279-39-8, These common heterocyclic compound, 24279-39-8, name is 2,6-Dichloro-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.

Preparation 17; 2, 6-DICHLORO-4- (TRIFLUOROMETHYL) PHENYLDIAZONIUM TETRAFLUOROBORATE To a stired solution of 2,6-dichloro-4-(trifluoromethyl)aniline (11. 74 g, 0. 05 mol) in ethanol (12 ml) at -5C was added tetrafluoroboric acid (48% in water, 14 ml. 0.11 mol). A white precipitate formed accompanied by an increase in temperature to 5C. The reaction mixture WAS RECOOLED TO-5C. ISOAMYL nitrite (6.58 g, 56.1 mmol) was added dropwise over 5 min, the temperature rose to 3C. The reaction mixture was cooled TO-5C-AND stirred for 5 min before allowing to warm to ambient temperature for 30 min. The reaction mixture was filtered and the precipitate washed with absolute ethanol (11 ml) and diethyl ether (10 ML) to give Preparation 17 (14.91 g, 89%) as a crystalline solid. NMR (D20, selected data): 8. 3 (s, 2H).

The synthetic route of 24279-39-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2005/23773; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 698-01-1, name is 2-Chloro-N,N-dimethylaniline, 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. Application In Synthesis of 2-Chloro-N,N-dimethylaniline

General procedure: In to an oven-dried flask, N,N-dimethylaniline 1a(2.0 mmol), 1-(isocyanomethylsulfonyl)-4-methylbenzene 2a (1.0mmol), CuCl (0.2 mmol), PPh3 (0.4 mmol), SDS (0.5 mmol) and TBHP (70wt% aqueous, 2.7 mmol) were added at room temperature. In open air, water (5mL) was added and the reaction mixture was allowed to reaction at 70 oCfor 6 h. After the finish of the reaction, the mixture was filtered through apad of celite and the filtrate was extracted by EA three times. The combined organic layers was washed by brine and dried by Na2SO4. Afterthe removing of the organic solvents, the residue was then separated on a silica gel column and the final product was obtained as a yellow powder (174 mg, 52%).

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

Reference:
Article; Xie, Chunsong; Han, Laihong; Tetrahedron Letters; vol. 55; 1; (2014); p. 240 – 243;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 10061-02-6, name is trans-1,3-Dichloropropene, This compound has unique chemical properties. The synthetic route is as follows., Formula: C3H4Cl2

To a 500 ml round bottom flask was charged 7-fluoro-6-nitrobenzoxazin-3-one (12.73 g, 0.060 mol) and potassium carbonate (9.95 g, 0.072 mol)Dissolved in 60 ml of N,N-dimethylformamide to form a suspension,Heating to 80 C,After the reaction was kept at this temperature for 30 minutes,(E)-1,3-dichloropropene (8.00 g, 0.072 mol) was added dropwise thereto.The reaction was maintained at 80 C for an additional 4 hours. After stopping the reaction,Cool naturally to room temperature and pour into 200 ml of water.After extraction with ethyl acetate (100 ml × 3), the combined organic phases were washed with saturated aqueous sodium chloride (50 ml × 3), dried over anhydrous magnesium sulfate Ester: petroleum ether = 1:3) 12.20 g of (E)-4-(3-chloroallyl)-7-fluoro-6-nitrobenzoxazin-3-one as a yellow solid, yield 71 %.

According to the analysis of related databases, 10061-02-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shenyang Sinochem Pesticide Chemical Research And Development Co., Ltd.; Li Bin; Chen Lin; Cui Dongliang; Guo Zhengfeng; Ma Hongjuan; Lian Weixiang; (23 pag.)CN109836393; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 64628-73-5, The chemical industry reduces the impact on the environment during synthesis 64628-73-5, name is 3-Chloro-4-(trifluoromethoxy)aniline, I believe this compound will play a more active role in future production and life.

EXAMPLE 8 Production of N-(3-chloro-4-trifluoromethoxyphenyl)-1-methylcyclopropanecarboxamide (Compound No. 6): To a solution of 3-chloro-4-trifluoromethoxyaniline (2.1 g) in methylene chloride (50 ml), triethylamine (1.1 g) was added, and a solution of 1-methylcyclopropanecarbonyl chloride (1.2 g) in methylene chloride was dropwise added thereto while stirring and ice-cooling. After stirring at room temperature for 1 hour, the reaction mixture was washed with 1 N hydrochloric acid, sodium hydrogen carbonate solution and saturated sodium chloride solution, dried over anhydrous magnesium sulfate and concentrated. The crude crystals (2.9 g) were recrystallized from ethanol to give N-(3-chloro-4-trifluoromethoxyphenyl)-1-methylcyclopropanecarboxamide (2.6 g). M.P., 101-102 C. Anal. Calcd. for C12 H11 ClF3 NO2: C, 49.08%; H, 3.78%; N, 4.77%; Cl, 12.07%. Found: C, 48.92%; H, 3.81%; N, 4.60%; Cl, 12.30%. NMR deltaCDCl 3 (ppm): 0.75 (2H, m), 1.30 (2H, m), 1.46 (3H, s), 7.3 (2H, m), 7.54 (1H, br. s), 7.76 (1H, d, J=2 Hz).

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, 3-Chloro-4-(trifluoromethoxy)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sumitomo Chemical Company, Limited; US4447260; (1984); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 13918-92-8, 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. 13918-92-8, name is 2,4-Difluorobenzene-1-sulfonyl chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: The target compound 10a was obtained by treating 9a (533 mg, 1 mmol) with BF3xEtO2 (2 mL, 1.5 mmol) in CH2Cl2 in first step, the crude deprotected compound was directly reacted with methyl sulfonyl chloride (1.2 ml, 1 mmol) in the presence of triethyl amine (3.3 mL, 3 mmol) in dry THF (50 ml). After stirring the reaction mixture for 6 h, the reaction mixture was poured on to crushed ice (1.4 g) and the reaction mixture extracted and purified by column chromatography affords final product 10a as yellow solid.

The synthetic route of 2,4-Difluorobenzene-1-sulfonyl chloride has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bharath, Yarlagadda; Alugubelli, Gopi Reddy; Sreenivasulu, Reddymasu; Rao, Mandava. V. Basaveswara; Chemical Papers; vol. 72; 2; (2018); p. 457 – 468;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1435-44-5, name is 1-Chloro-2,4-difluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1-Chloro-2,4-difluorobenzene

(a) 3-Chloro-2,6-difluorobenzaldehyde n-Butyllithium (1.43M in hexane, 20.2 mmol, 14.1 ml) was added dropwise at 0 C. to a solution of diisopropylamine (2.91 ml, 22.2 mmol) in THF (80 ml). After 30 min. at 0 C., the solution was cooled to -78 C. and 1-chloro-2,4-difluorobenzene (3 g, 20.2 mmol) in THF (10 ml) added dropwise. After 30 min., 4-formylmorpholine (4.1 ml) was added and the mixture warmed to room temperature over 1 h, diluted with 1N HCl, extracted twice with ethyl acetate, the extracts washed with brine, dried over sodium sulphate and evaporated to give a mobile yellow oil (2.2 g), MS (+EI) 178/177/176/175 (M+), 1H NMR (CDCl3) 10.34 (1H, s), 7.66-7.60 (1H, m), 7.00 (1H, dt, J6.9 Hz, 1.2 Hz).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1435-44-5.

Reference:
Patent; Astra Pharmaceuticals Limited; US5883102; (1999); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 106131-61-7, name is 3,6-Dichloro-1,2,4,5-tetrazine, 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. category: chlorides-buliding-blocks

To a solution of 3, 6-dichloro- 1,2,4,5 -tetrazine (2.67 g, 17.7 mmol) in methyl ter/-butyl ether (125 mL) at -25 C under nitrogen was added but-3-yn-l -amine hydrochloride (1.87 g, 17.7 mmol), followed by the addition of N,N-diisopropylethylamine (12.4 mL, 70.7 mmol) and the reaction mixture was stirred at -25 C under nitrogen for 26 h. Silica gel (-5 g) was added to the reaction and all solvents were removed in vacuo. The silica gel mesh was loaded on an ISCO silica gel cartridge (220 g) eluting with 25% (0558) EtOAc/hexanes over 2592 mL to afford the title compound (853.3 mg) as a deep red/orange viscous oil,. NMR (400 MHz, CDCh) delta 6.12 (br s, 1H), 3.80 (q, J=6.3 Hz, 2H), 2.63 (td, J=6.3, 2.6 Hz, 2H), 2.10 (t, J=2.6 Hz, 1H).

The synthetic route of 3,6-Dichloro-1,2,4,5-tetrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BENDER, John A.; GENTLES, Robert G.; PENDRI, Annapurna; WANG, Alan Xiangdong; MEANWELL, Nicholas A.; BENO, Brett R.; FRIDELL, Robert A.; BELEMA, Makonen; NGUYEN, Van N.; YANG, Zhong; WANG, Gan; KUMARAVEL, Selvakumar; THANGATHIRUPATHY, Srinivasan; BORA, Rajesh Onkardas; HOLEHATTI, Shilpa Maheshwarappa; METTU, Mallikarjuna Rao; PANDA, Manoranjan; (319 pag.)WO2016/172424; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics