Chlorides-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 13918-92-8, name is 2,4-Difluorobenzene-1-sulfonyl chloride, 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 13918-92-8, Recommanded Product: 2,4-Difluorobenzene-1-sulfonyl chloride

c) lambda/-[5-bromo-2-(methyloxy)-3-pyridinyl]-2,4-difluorobenzenesulfonamide; To a cooled (0 0C) solution of 5-bromo-2-(methyloxy)-3-pyridinamine (20.3 g, 100 mmol) in pyridine (200 mL) was added slowly 2,4-difluorobenzenesulfonyl chloride (21.3 g, 100 mmol) over 15 min (reaction became heterogeneous). The ice bath was removed and the reaction was stirred at ambient temperature for 16 h, at which time the reaction was diluted with water (500 mL) and the solids filtered off and washed with copious amounts of water. The precipitate was dried in a vacuum oven at 50 0C to give N-[5-bromo-2-(methyloxy)-3-pyridinyl]-2,4- difluorobenzenesulfonamide (12 g, 31.6 mmol, 31.7 % yield) MS(ES)+ m/e 379.0, 380.9 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,4-Difluorobenzene-1-sulfonyl chloride, and friends who are interested can also refer to it.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/55418; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 3843-97-8, name is 5-Chloro-2-ethylaniline, 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 3843-97-8, Quality Control of 5-Chloro-2-ethylaniline

Step 4: 4-Chloro-1-ethyl-2-iodobenzeneA mixture of 5-chloro-2-ethylaniline (3.35 g, 21.5 mmol), p-toluensulfonic acid (12.29 g, 64.6 mmol) and water (2.15 mL) were ground in a mortar for few minutes, to obtain a homogeneous paste to which solid sodium nitrite (3.71 g, 53.8 mmol) was added and the paste ground for 10 min. Solid potassium iodide (8.94 g, 53.8 mmol) was added and the paste ground for 20 min. The paste was then dissolved in water (50 mL) and treated with sodium sulfite (10% aq. sol.), before being extracted with EtOAc (3 x 100 mL). The combined organic layers were dried over sodium sulfate and the crude was purified by flash chromatography (hexane) to obtain the title compound as a light-yellow oil (4.35 g, 76%).1H NMR (400 MHz, DMSO- /6) delta ppm 1.12 (t, J=7.51 Hz, 3 H), 2.66 (q, J=7.53 Hz, 2 H), 7.29 – 7.35 (m, 1 H), 7.42 (dd, J=8.30, 2.20 Hz, 1 H), 7.87 (d, J=2.20 Hz, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Chloro-2-ethylaniline, and friends who are interested can also refer to it.

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.R.L.; BRASCA, Maria Gabriella; BANDIERA, Tiziano; BERTRAND, Jay Aaron; GNOCCHI, Paola; MIRIZZI, Danilo; NESI, Marcella; PANZERI, Achille; WO2012/143248; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 622-86-6, A common heterocyclic compound, 622-86-6, name is (2-Chloroethoxy)benzene, molecular formula is C8H9ClO, 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.

2-Bromophenyl acetic acid (5.0 g, 23.3 mmol,)was suspended in trifluoroacetic anhydride (13.5 mL, 93.5 mmol).Chloroethyoxylbenzene (3.3 mL, 23.3 mmol) was added to the stirred suspensiondropwise. The resulting mixture was allowed to stir overnight at roomtemperature. The reaction was quenched with 40% aqueous sodium hydroxidesolution and then extracted with ethyl acetate (2 x 20 mL). The combined organic layers were dried overanhydrous magnesium sulfate and concentrated on a rotary evaporator. The resulting residue was purified bychromatography on silica gel (ethyl acetate/hexane) to afford 5.98 g (73%) ofthe desired product as a light orange solid. 1H NMR (400 MHz, CDCl3)delta 8.05 (d, J = 8.9 Hz, 2H), 7.60 (d, J = 8.5 Hz, 1H), 7.24 (m, 2H), 7.18 (m,1H), 6.96 (d, J = 9.0 Hz, 2H), 4.40 (s, 2H), 4.37 (t, J = 5.5 Hz, 2H), 3.88 (t,J = 5.7 Hz, 2H); MS (ESI) (m/z) 354.0/356.0 (M+H)+.

The synthetic route of 622-86-6 has been constantly updated, and we look forward to future research findings.

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

Electric Literature of 5013-77-4,Some common heterocyclic compound, 5013-77-4, name is N-Methyl-2,4-dichlorobenzylamine, molecular formula is C8H9Cl2N, 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: 6.11. 4-Chloro-N-(2,4-dichlorobenzyl)pyrimidin-2-amine (13) and 2-chloro-N-(2,4-dichlorobenzyl)pyrimidin-4-amine (14); 2,4-Dichlorobenzylamine (1.0 mL, 7.4 mmol) was added to a stirring solution of 2,4-dichloropyrimidine (1.0 g, 6.7 mmol) and DIPEA (1.8mL, 10.1mmol) in anhydrous DCE (10mL) and the reaction mixture was stirred at 20C under a nitrogen atmosphere for 24h. LCMS showed the presence of a mixture of regioisomers (System A, RT=1.10min, 63% and 1.25min, 27%). The reaction mixture was diluted with water (50mL) and extracted with DCM (3×50mL). The combined organic extracts were washed with brine (50mL), dried using a hydrophobic frit and evaporated under reduced pressure. The residue was purified by column chromatography on a silica column, using a gradient of 0-100% ethyl acetate-cyclohexane over 40 min. The appropriate fractions were combined and evaporated under reduced pressure to afford the two regioisomers as white solids: less-polar isomer 13 (400 mg, 21%) and the more-polar isomer 14 (950 mg, 49%); 6.23 2-Chloro-N-(2,4-dichlorobenzyl)-N-methylpyrimidin-4-amine (24) Prepared from 12 (0.50 g, 3.4 mmol), N-methyl-(2,4-dichlorobenzyl)amine (0.64 g, 3.4 mmol) and DIPEA (1.3 mL, 7.4 mmol) according to the procedure described for the preparation of 14 to give 24 (0.39 g, 38%) as a white solid: 1H NMR delta (400 MHz, CD3OD) 8.04 (br. s, 1H), 7.52 (d, J = 2.0 Hz, 1H), 7.31 (dd, J = 8.0, 2.0 Hz, 1H), 7.12 (d, J = 8.0 Hz, 1H), 6.66 (br. s, 1H), 4.89 (s, 2H) (obscured by HOCD3), 3.13 (br. s, 3H); LCMS (System A, UV, ES) RT = 1.28 min, [M + H]+ = 302, 304, 306, 100% purity.

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-2,4-dichlorobenzylamine, its application will become more common.

Reference:
Article; Shukla, Lena; Ajram, Laura A.; Begg, Malcolm; Evans, Brian; Graves, Rebecca H.; Hodgson, Simon T.; Lynn, Sean M.; Miah, Afjal H.; Percy, Jonathan M.; Procopiou, Panayiotis A.; Richards, Stephen A.; Slack, Robert J.; European Journal of Medicinal Chemistry; vol. 115; (2016); p. 14 – 25;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 121-27-7, The chemical industry reduces the impact on the environment during synthesis 121-27-7, name is 5-Chloro-2-(4-chlorophenoxy)aniline, I believe this compound will play a more active role in future production and life.

A solution of 8 (2.56 g, 10.1 mmol), ethyl bromoacetate (7.0 mL, 63 mmol), and N,N-diisopropylethylamine (7.0 mL, 41 mmol) was stirred at 140 C for 5 h. The reaction mixture was cooled down, and diluted with EtOAc (100 mL). The organic layer was washed with 10% aqueous citric acid (100 mL * 2), saturated aqueous NaHCO3, and brine, and dried over MgSO4. The insoluble material was filtered off, and the solution was concentrated under reduced pressure. The residue oil was purified by silica gel column chromatography (hexane/EtOAc = 95:5 to 80:20) to afford 9 (3.68 g, 85%) as a pale yellow oil. 1H NMR (400 MHz, CDCl3): delta (ppm) 1.20 (t, J = 7.2, 6H), 4.10 (s, 4H), 4.11 (q, J = 7.2, 4H), 6.76 (d, J = 8.7, 1H), 6.81-6.87 (m, 4H), 7.24 (d, J = 8.7, 2H). 13C NMR (100 MHz, CDCl3): delta (ppm) 14.15, 54.04, 60.95, 118.72, 119.42, 121.65, 122.31, 127.95, 129.56, 129.94, 142.40, 145.35, 155.99, 170.52. LC-MS (ESI) m/z 426, 428 [M+H]+.

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, 5-Chloro-2-(4-chlorophenoxy)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Nakao, Akira; Suzuki, Hiroko; Ueno, Hiroaki; Iwasaki, Hiroshi; Setsuta, Tomofumi; Kashima, Akiko; Sunada, Shinji; Bioorganic and Medicinal Chemistry; vol. 23; 15; (2015); p. 4952 – 4969;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 18282-59-2, A common heterocyclic compound, 18282-59-2, name is 4-Bromo-1,2-dichlorobenzene, molecular formula is C6H3BrCl2, 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.

Tris [(DIBENZYLIDINEACETONE)] di palladium (0) (5 molpercent ; 23 mg) was added to a mixture of 1- [[4- (3-PIPERIDIN-1-YL-PROPOXY)-PHENYL]-PIPERAZINE (D11)] (150 mg; 0.49 [MMOL),] 3, 4-dichloro bromo benzene (160 mg; 1.2 eq), sodium [TERT-BUTOXIDE] (71 mg; 1.1 eq) and racemic 2,2′- bis (diphenylphosphino)-1, 1′-binaphthyl (7.5 molpercent ; 24 mg) in dry [TOLUENE] [(3ML).] The resulting mixture was heated at reflux under argon for 18 hours. The reaction was allowed to cool to room temperature and diluted with ethyl acetate (10 ml). The resulting solids were removed by filtration and the filtrate evaporated in vacuo. The residue was purified by column chromatography on silica eluting with 3percent methanol in [DICHLOROMETHANE] to afford the title compound as a buff solid (45 mg) MS (ES+) [M/E] 448 [M+H] +.

The synthetic route of 18282-59-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2004/35556; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 6940-78-9, name is 1-Bromo-4-chlorobutane, molecular formula is C4H8BrCl, 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. Product Details of 6940-78-9

The solution of isobutyronitrile (0.7 g, 10 mmol) in THF (20 mL) was cooled to -80 C and LDA (Lithium diisopropylamide) solution (2.0 M in hexane, 6 mL, 12 mmol) was added over 10 min. The solution was stirred 30 min, and then a solution of 1-bromo-5-chloropentane (1.8 g, 10 mmol) in THF (10 mL) was added over 5 min. After stirring for 90 min, 6 N HCl (6 mL) was added slowly and the temperature allowed to rise to rt. The residue was concentrated under reduced pressure and EtOAc (20 mL) was added. The separated organic layer was washed with water (10 mL). The organic solvent was dried with Na2SO4 and concentrated in vacuo to give the crude product. Purification by column chromatography (petroleum ether (60-90 C)/EtOAc) gave 1.5 g of 2,2-dimethyl-7-chloroheptanenitrile (88%) as a colorless oil. 1H NMR (400 MHz, CDCl3) delta 3.57 (t, J = 6.6 Hz, 2H), 1.92-1.72 (m, 2H), 1.58-1.44 (m, 6H), 1.36 (s, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6940-78-9, its application will become more common.

Reference:
Article; Liu, Peng; Xu, Xing; Chen, Lili; Ma, Lei; Shen, Xu; Hu, Lihong; Bioorganic and Medicinal Chemistry; vol. 22; 5; (2014); p. 1596 – 1607;,
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. 50638-47-6, name is 4-Bromo-2-chloro-1-methoxybenzene, A new synthetic method of this compound is introduced below., Computed Properties of C7H6BrClO

EXAMPLE 21 Preparation of 5-Hydroxy-3-(3-chloro-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-cyclopent-2-en-1-one of Formula (67) [0134] A mixture of magnesium turnings (0.31 g, 13.1 mmol), 2-chloro-4-bromoanisole (3.00 g, 13.5 mmol), 4-tert-butyldimethysilyloxy-2-(3,4,5-trimethoxy-phenyl)-cyclopent-2-en-1-one (2.58 g, 6.84 mmol) and dry tetrahydrofuran (35 ml) under nitrogen was stirred at room temperature for 4 h. Reaction was then quenched with dil hydrochloric acid (30 ml), tetrahydrofuran was removed under reduced pressure and the residual reaction mixture was extracted with ethyl acetate (3*35 ml), washed with water (2*20 ml) and dried over sodium sulfate. Concentration and purification by column chromatography over silica gel (eluent-6% acetone in pet ether) afforded the alcohol of the formula (4A) [0135] wherein R1=R5=R6=R7=R10=H, R2=R3=R4=R8=OMe, R9=Cl (1.32 g, 37%). [0136] A solution of the above alcohol of the formula (4A) wherein R1=R5=R6 =R7=R10=H, R2=R3=R4=R8=OMe, R9=Cl wherein (0.95 g, 1.83 mmol) in dry dichloromethane (15 ml) was cooled to 0 C., pyridinium dichromate (1.92 g, 8.17 mmol) was added and the mixture was stirred at room temperature for 3 h. Filtration through celite (3.00 g), washing with dichloromethane (30 ml) and concentration afforded the crude product which was purified by silica gel column chromatography (eluent-3% acetone in pet ether) to yield the title compound of the formula (1B) wherein R=OTBS, R1=R5=R6=R7=R10=H, R2=R3=R4=R8=OMe, R9=Cl (0.32 g, 34%), which on deprotection of TBDMS group using the procedure described in example 10 furnished the compound of formula (67). [0137] Spectral data of compound of the formula of structure (67) [0138] 1H NMR(CDCl3+CCl4): delta 2.96 (dd, J=18 Hz and 2 Hz, 1H), 3.33 (dd, J =18 Hz and 6 Hz, 1H), 3.75 (s, 6H), 3.86 (s, 3H), 3.91 (s, 3H), 4.45-4.54 (m, 1H), 6.42 (s, 2H), 6.81 (d, J=8 Hz, 1H), 7.21-7.29 (m, 1H), 7.48 (bs, 1H). [0139] 13C-NMR (CDCl3+CCl4): delta 37.79, 55.87 (2C), 60.58, 71.57, 106.23 (2c), 111.31, 122.41, 126.82, 127.59, 128.58 (2C), 130.05, 135.90, 138.07, 153.36 (2C), 156.48, 162, 51, 206.95

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; DABUR RESEARCH FOUNDATION; US2003/229146; (2003); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 2687-12-9, A common heterocyclic compound, 2687-12-9, name is Cinnamyl chloride, molecular formula is C9H9Cl, 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.

In the reaction (r-1 ‘), a benzene derivative (3A’) (15.2 g, 0.1 mol) and triethyl phosphite represented by the chemical formula (B) (25 g, 0.15 mol ), And the mixture was stirred at 180 C. for 8 hours and then cooled to room temperature. Thereafter, unreacted or remaining triethyl phosphite was distilled off under reduced pressure to obtain a phosphonate derivative (3C ‘) as a white liquid. The yield from the benzene derivative (3A ‘) of the phosphonate derivative (3C’) was 23.5 g (yield: 92 mol%).

The synthetic route of 2687-12-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kyocera Document Solutions Co., Ltd.; Okada, Hideki; Sugai, Akio; Kojima, Kensuke; (52 pag.)JP2017/114808; (2017); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 823-57-4, A common heterocyclic compound, 823-57-4, name is 2-Bromo-5-chloroaniline, molecular formula is C6H5BrClN, 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.

The corresponding imidazopyridine (0.2 mmol) was added sequentially to a 25 ml Schlenk tube filled with oxygen and equipped with a magnetic stirrer at room temperature.Cuprous bromide (0.02 mmol), 2-bromo-5-chloroaniline (0.4 mmol),1,10-azaphenanthroline (0.04 mmol), potassium carbonate (0.6 mmol),Carbon disulfide (0.6 mmol) and toluene (2.0 mL) were added by syringe under oxygen.The reaction tube was placed in a 110 C oil bath and stirred for 12 hours.The resulting solution was cooled to room temperature, and 2 mL of deionized water was added to the reaction solution.Mix well, each time with 3mL of ethyl acetate as extractant through liquid separation extraction operation,The crude product is extracted from the reaction solution, and the extract is combined.The solvent was removed by a rotary evaporator; the residue was purified on a silica gel column (silica gel, 200 to 300 mesh, eluent, petroleum ether/ethyl acetate (10:1 v/v)).The target product was obtained in 65.2 mg, yield 83%.

The synthetic route of 823-57-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Qingdao University of Science and Technology; Yang Daoshan; Yan Qiuli; (17 pag.)CN110294757; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics