Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 81927-55-1, name is Benzyl 2,2,2-trichloroacetimidate, 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 81927-55-1, Formula: C9H8Cl3NO

To a solution of (R)-Roche ester 25 (200 mg, 1.69 mmol, 1equiv) in CH2Cl2 (3 mL) was added at 0 oC benzyl trichloroacetimidate (640 mg, 2.54 mmol, 1.5 equiv). Asolution of CF3SO3H in CH2Cl2 (0.85 M, 100 muL, 0.09 mmol, 0.05 equiv) was added at 0 oC and the mixture wasstirred at room temperature for 44 h. After filtration, the filtrate was concentrated under reduced pressureand saturated aqueous NaHCO3 (15 mL) was added. The aqueous layer was extracted with EtOAc, thecombined organic layers were washed with brine, dried over MgSO4 and concentrated under reducedpressure. The crude mixture was purified by flash column chromatography (SiO2, petroleum ether/Et2O: 95/5)to afford the desired product 26 (262 mg, 74%) as a yellow oil. Rf (cyclohexane/EtOAc: 9/1, UV, KMnO4) 0.30;-8.0 (c 1.60, CHCl3); 1H NMR (CDCl3, 300 MHz) delta = 7.38 – 7.24 (m, 5H), 4.53 (s, 2H), 3.70 (s, 3H), 3.66 (dd,J 9.2, 7.3 Hz, 1H), 3.50 (dd, J 9.1, 5.9 Hz, 1H), 2.86 – 2.72 (m, 1H), 1.18 (d, J 7.1 Hz, 3H); 13C NMR (CDCl3, 75MHz) delta 175.4, 138.3, 128.5, 127.7 (2C), 73.2, 72.1, 51.8, 40.3, 14.1

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, Benzyl 2,2,2-trichloroacetimidate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Echeverria, Pierre-Georges; Pons, Amandine; Prevost, Sebastien; Ferard, Charlene; Cornil, Johan; Guerinot, Amandine; Cossy, Janine; Phansavath, Phannarath; Ratovelomanana-Vidal, Virginie; Arkivoc; vol. 2019; 4; (2019); p. 44 – 68;,
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Adding a certain compound to certain chemical reactions, such as: 3386-33-2, name is 1-Chlorooctadecane, 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 3386-33-2, Computed Properties of C18H37Cl

EXAMPLE 25 (4-(6,7-bis(stearyloxy)-4-thiaheptanoylamino)benzoyl)glutamic acid di-t-butyl ester To a solution of (4-(6,7-dihydroxy-4-thiaheptanoylamino)benzoyl)glutamic acid di-t-butyl ester as obtained in Reference Example 6 (50 mg) in chloroform (1 ml), triethylamine (0.258 ml), stearyl chloride (0.25 ml) and dimethylaminopyridine (1 mg) were added, followed by stirring at room temperature for 24 hours. After addition of water, the reaction mixture was extracted with ethyl acetate. The extract was washed with a 5% aqueous solution of citric acid, a saturated aqueous solution of sodium hydrogen carbonate and saturated saline, and dried over anhydrous sodium sulfate, and the solvent was distilled off. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:1) to yield the title compound (75 mg, yield 76%) as a wax-like substance. IRupsilonmaxKBr cm-1:3430, 1750, 1710, 1640 1 H-NMR (CDCl3)delta:0.88 (6H, t, J=6.6 Hz), 1.04-1.30 (56H, m), 1.42 (9H, s), 1.49 (9H, s), 1.52-3.15 (18H, m), 4.15 (1H, dd, J=6.8, 12.2 Hz), 4.47 (1H, dd, J=3.2, 12.2 Hz), 4.59-4.73 (1H, m), 5.07-5.24 (1H, m), 6.99 (1H, d, J=7.6 Hz 7.65 (2H, d, J=8.8 Hz), 7.81 (2H, d, J=8.8 Hz), 8.08 (1H, bs)

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, 1-Chlorooctadecane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US5506267; (1996); A;,
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Synthetic Route of 60811-18-9, 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. 60811-18-9, name is 4-Bromo-1-chloro-2-fluorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(7) Metal magnesium in an amount of 12 g was suspended in 10 ml of THF under nitrogen gas stream, and a solution prepared by dissolving 10.3 g of 3-fluoro-4-chloro-bromobenzene in 50 ml of THF was added dropwise thereto and stirred at room temperature for 1 hour to prepare a solution of Grignard reagent. In 50 ml of THF was dissolved 10.6 of the 4-(2-(trans-4-(2-(4-n-propylphenyl)ethyl)cyclohexyl)ethyl)iodobenzene, and 1 g of palladium chloride was added thereto and stirred under a reflux. The solution of Grignard reagent prepared in the previous procedures was added dropwise thereto and reacted while stirring for 2 hours. Reaction solution thus obtained was added to 200 ml of dilute hydrochloric acid, and the product was extracted with 200 ml of heptane. Organic layer was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under a reduced pressure to obtain a yellow-brown oily product. This product was purified by a column chromatography over an alumina by using heptane as an eluent, and further recrystallized from heptane to obtain 2 g of the subject compound. According to the procedures mentioned above, the following Compounds No. 128 to 189 were synthesised:

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

Reference:
Patent; Chisso Corporation; US5858275; (1999); A;,
Chloride – Wikipedia,
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Electric Literature of 873-38-1,Some common heterocyclic compound, 873-38-1, name is 2-Bromo-4-chloroaniline, molecular formula is C6H5BrClN, 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.

To a solution of 2-bromo-4-chloroaniline (15 g) in concentrated hydrochloric acid (85 ml_) is added at -15C a solution of NaNO2 (5.5 g) in water (10 ml_) and the mixture is stirred for 30 minutes. Then the mixture is added at room temperature to a solution of Kl (109 g) in water (200 ml_). After stirring for 18 hours the mixture is partitioned between dichloromethane and 10% aqueous Na2S2O3 solution. The organic phase is washed with 10% aqueous Na2S2O3 solution and brine and concentrated to give the title compund. Yield: 16.4 g; Mass spectrum (El): m/z = 316 [M]+.

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-4-chloroaniline, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ECKHARDT, Matthias; FRATTINI, Sara; HAMPRECHT, Dieter; HIMMELSBACH, Frank; LANGKOPF, Elke; LINGARD, Iain; PETERS, Stefan; WAGNER, Holger; WO2013/144098; (2013); A1;,
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Reference of 63624-28-2, A common heterocyclic compound, 63624-28-2, name is 2,4-Dimethoxybenzene-1-sulfonyl chloride, molecular formula is C8H9ClO4S, 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.

A stirred solution of 1- (2′, 4, 4′-trifluoro-1, 1′-BIPHENYL-2-YL) ethylamin (0.71 g, 2.84 MMOL) in DICHLOROMETHANE (5 mL) was treated with 2,4- DIMETHOXYBENZENESULFONYL chloride (0.71 g, 3.0 MMOL), and N, N-diisopropylethylamine (0. 77 g, 6.0 MMOL). The reaction was stirred at room temperature for twelve hours, and the solvent was evaporated in vacuo to a crude oil. The crude oil was purified by preparative liquid chromatography on a BIOTAGE 40 Mi column of pre-packed silica gel (90 g), eluting with a gradient of between 5% and 50% methyl TEFF-BUTYL ether in hexane at a flow rate of 40 mL/min to afford, after evaporation of the solvent, a colorless oil. Crystallization of the colorless oil from ethyl acetate-hexane yielded the title compound (0.93 g, 2.07 mmol, 73%) as a homogeneous, colorless, crystalline solid, m. p. 192- 194C ; MS [ (+ESI), M/Z] : 452 [M+H] + ; MS [(-ESI), M/Z] : 450 [M-H]- ; IR (Solid), A : 3281,1592, 1470,1421, 1319,1136, 1022,817, 681 CM~1 ; 1H NMR (400 MHz, DMSO-d6) 6 : 1.18 (d, J = 6.7 Hz, 3H), 3.79 (s, 6H), 4.05 (m, 1 H), 6.36-6. 56 (m, 2H), 6.98-7. 14 (m, 3H), 7.22 (broad t, 1 H), 7. 26-7.42 (m, 3H), 7.81 (broad d, J = 8.0 Hz, 1 H), exists as approximately 1: 1 mixture of rotamers; Anal. calcd for C22H2OF3NO4S : C, 58.53 ; H, 4.47 ; N, 3.10. Found: C, 58.52 ; H, 4.45 N, 3.13.

The synthetic route of 63624-28-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WYETH; WO2004/50631; (2004); A1;,
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. 13918-92-8, name is 2,4-Difluorobenzene-1-sulfonyl chloride, A new synthetic method of this compound is introduced below., Computed Properties of C6H3ClF2O2S

A mixture of 1.80 g (8.8 mmol) C-5, 2.29 mL (17 mmol) 2,4-difluorobenzenesulphonyl chloride, 1.07 mL (13.3 mmol) pyridine and 20 mL DCM is stirred at RT over night. 100 mL DCM is added and the reaction mixture is extracted three times with 50 mL aqueous 1M HCl. The organic layer is dried over MgSO4 and the solvent is removed under reduced pressure. The solid is dissolved in water/MeCN and further purified by RP-chromatograpy. Yield: 2.9 g (86%).

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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; The designation of the inventor has not yet been filed; EP2546249; (2013); A1;,
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. 60811-21-4, name is 4-Bromo-2-chloro-1-fluorobenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 4-Bromo-2-chloro-1-fluorobenzene

To a mixture of magnesium (434 mg) and THF (2 mL) was added a slight amount of iodine under an argonatmosphere. The mixture was allowed to warm to 60C. To the mixture was added dropwise a solution of 4-bromo-2-chloro-1-fluorobenzene (3.58 g) in THF (6.5 mL) while keeping the temperature at 65C. The mixture was stirred at 60Cfor 30 minutes, and then allowed to cool to room temperature to give (3-chloro-4-fluorophenyl)magnesium bromide. Toa solution of (R)-1-(tert-butoxycarbonyl)-5-oxopyrrolidine-2-carboxylic acid ethyl (2.00 g) in THF (25 mL) was added theobtained (3-chloro-4-fluorophenyl)magnesium bromide under an argon atmosphere at -40C. The mixture was stirredat -40C for 1 hour. To the reaction mixture were added a saturated aqueous solution of ammonium chloride (20 mL)and water (10 mL). The mixture was stirred at room temperature for 2 hours, and then to the mixture were added ethylacetate and water. The organic layer was separated. The organic layer was dried over anhydrous sodium sulfate, andconcentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: nhexane/ethyl acetate=90/10-60/40) to give the title compound (2.79 g).

The synthetic route of 60811-21-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; KONDO, Atsushi; MORITA, Naohide; ISHIKAWA, Takehiro; YOSHIDA, Masako; MORIYAMA, Akihiro; WANAJO, Isao; (158 pag.)EP3459941; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 202197-26-0, 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. 202197-26-0 name is 3-Chloro-4-((3-fluorobenzyl)oxy)aniline, 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.

Roschangar et al. ,Use of lithium N,O-dimethylhydroxylamide as an efficient in situ protecting agent for aromatic aldehydes. Tertrahedron 2002, 58, 1657-1666). Preparation analogous (Nishino et al.; Process for producing 4-aminoquinazoline compound by chlorination of quinazolin-4-one or its derivative and animation. 2003) as follows: To a mixture of 6-iodo-lH-quinazolin-4-one (10) (6.8Og; 25.0 mmol), toluene (5.0 mL) and POCl3 (27.5 mmol; 2.60 mL) carefully triethylamine (27.5 mmol; 3.81 mL) was added. The mixture was heated to 80 0C for 2 h, cooled to room temperature, a solution of 3-chloro~4-(3- fluorobenzyloxy)phenylamine (15) (27.50 mmol; 6.92 g) in 2~butanone (20.0 mL) added and the mixture stirred at 80 0C for another hour. The mixture was cooled to 00C, the yellow precipitate was filtered off and added to a NaOH solution (IN; 150 mL) by stirring. After 30 min the yellow solid was filtered off, washed with water and a small amount of acetone and dried in vacuo. Yield (8.38 g; 66%) analytical pure sample. 1H-NMR (DMSO-[D6]): delta (ppm) = 5.26 (s, 2H), 7.15-7.22 (m, IH), 7.27 (d, IH, J = 9.1 Hz), 7.29-7.35 (m, 2H), 7.43-7.51 (m, IH), 7.56 (d, IH, J = 8.8 Hz), 7.74 (dd, IH, J = 9.1 Hz, 4J = 2.5 Hz), 8.02 (d, IH5 4J = 2.5 Hz), 8.12 (dd; IH, J = 8.8 Hz, 4J = 1.7 Hz)5 8.62 (s, IH), 8.96 (d, 4J = 1.7 Hz), 9.90 (s, IH, exchangeable).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Chloro-4-((3-fluorobenzyl)oxy)aniline, and friends who are interested can also refer to it.

Reference:
Patent; 4SC AG; WO2009/63054; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 2162-98-3,Some common heterocyclic compound, 2162-98-3, name is 1,10-Dichlorodecane, molecular formula is C10H20Cl2, 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 8 20.6 g (0.1 mol) of 4-octylaminopyridine, 10.5 g (0.05 mol) of 1,10-dichlorodecane and 30 ml of white spirit (boiling point 155 to 200 C.) were combined and heated to 130 C. The exothermic reaction causes the temperature to increase to 155 C., and at the same time white crystal precipitate out. The reaction mixture was stirred for a further 4 hours at 140 C., and after cooling to room temperature the very fine crystal sludge was filtered over a filterpaper and washed with petroleum ether, giving a beige, solid mass. The reaction product octenidine dihydrochloride in this example is very difficult to filter off with suction since it is produced in very fine form.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,10-Dichlorodecane, its application will become more common.

Reference:
Patent; AIR LIQUIDE SANTE (INTERNATIONAL); US2001/16660; (2001); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 61881-19-4, The chemical industry reduces the impact on the environment during synthesis 61881-19-4, name is 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, I believe this compound will play a more active role in future production and life.

General procedure: Add sodium acetate, trifluoroethylimidyl chloride (II), hydrazone (III), and 1 mL of organic solvent to the 35 mL Schlenk tube according to the raw material ratio in Table 1.Mix and stir well. After the reaction is completed according to the reaction conditions in Table 2, 2-4 hours,Add elemental iodine, continue the reaction for 1-2 hours, filter, and stir the sample in silica gel.After purification by column chromatography, the corresponding 5-trifluoromethyl-substituted 1,2,4-triazole compound (I) is obtained. The reaction process is shown by the following formula:

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, 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhejiang Sci-Tech University; Chen Zhengkai; Hu Sipei; Yang Zuguang; (10 pag.)CN110467579; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics