Tag: M.W=100-200

Synthetic Route of 10061-02-6, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 10061-02-6 as follows.

EXAMPLE 1; 382 g (406 ml) of DMF were initially charged in a Schmizzo and 137 g (141 ml) of 1.0 eq. NaOMe (30% solution in methanol) were added. This mixture was then heated to 60 C. (+/-3 C.) and 131 g (0.753 mol) of dimethyl isopropylmalonate were metered in within one hour. Subsequently, a methanol/DMF mixture (201 g) was distilled off under pressure (300 mbar to 60 mbar) and a temperature of 60 C.Thereafter, at 80 C. (+/-3 C.), 86 g (79 ml, 0.779 mol, 1.03 eq.) of 1,3-dichloropropene were metered in within one hour and the reaction mixture was then heated at 80 C. (+/-3 C.) for two hours. The reaction mixture was heated to 140 C. and a 25% solution of LiCl (0.6 eq.) in methanol (19 g of LiCl in 58 g of methanol) was metered in within two hours, and the reaction mixture was heated at 140-142 C. for a further 6 hours, in the course of which a portion of the methanol was distilled off and approx. 1.5 mol of gas (mainly CH3Cl and CO2) formed. The maximum amount of gas in the first half hour was approx. 6 liters. On completion of reaction, the solvent (DMF) and the excess methanol were distilled off substantially fully under reduced pressure. The remainder was admixed with 200 g of water, 89 g of 34% HCl and 200 g of MTBE, and the phases were separated. The organic phase was washed lx with 50 g of water and the solvent was removed under reduced pressure. Approx. 140 g of product were obtained, of which approx. 125 g were ester and 13 g the corresponding acid.

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; DSM Fine Chemicals Austria NFG GMBH & Co KG; US2008/207943; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 3972-56-3, 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. 3972-56-3, name is 1-tert-Butyl-4-chlorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Rh(ttp)Cl (1a) (10.0 mg, 0.012 mmol) and KOH (7.0 mg,0.125 mmol) were added in 4-chloro-tert-butylbenzene (2d)(1.0 mL). The red mixture was degassed for three freeze-thawpumpcycles, purged with N2 and heated at 150 C under N2 for 1day. Excess 4-chloro-tert-butylbenzene was removed by vacuumdistillation. The red residue was purified by column chromatographyon silica gel eluting with a solvent mixture of hexane/CH2Cl2(1:1). Red solid Rh(ttp) (4-tert-butylphenyl) (3d) [11] (9.2 mg,0.010 mmol, 85percent) was collected. Rh(ttp) (4-tert-butylphenyl) (3d)1H NMR (CDCl3, 400 MHz) d 0.23 (d, 2H, J 8.5 Hz), 0.35 (s, 9H),2.70 (s, 12H), 4.80 (d, 2H, J 8.8 Hz), 7.53 (t, 8H, J 6.4 Hz), 8.03 (d,4H, J 7.2 Hz), 8.08 (d, 4H, J 7.5 Hz), 8.78 (s, 8H).

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-tert-Butyl-4-chlorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Qian, Ying Ying; Lee, Man Ho; Yang, Wu; Chan, Kin Shing; Journal of Organometallic Chemistry; vol. 791; (2015); p. 82 – 89;,
Chloride – Wikipedia,
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Application of 29671-92-9,Some common heterocyclic compound, 29671-92-9, name is Carbamimidic chloride hydrochloride, molecular formula is CH4Cl2N2, 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.

3.0 g of Arnold salt was added to 15 ml of methanol and 5 ml of water.Thereafter, 0.73 g of chloroformamidine hydrochloride and 0.53 g of sodium hydrogencarbonate were added thereto.The temperature was raised to 50 C to react. After 6 h of reaction, water was added to the system, and ethyl acetate was extracted.The opposite of water,The combined organic layers were washed with water, dried over anhydrous sodium sulfate and evaporatedThe yield was 83%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Carbamimidic chloride hydrochloride, its application will become more common.

Reference:
Patent; Anhui Haofan Biological Co., Ltd.; Lu Xuegen; Zhang Haiyan; Li Honglin; (6 pag.)CN109928933; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 4863-91-6, name is 3-Chloro-5-fluoroaniline, 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 4863-91-6, COA of Formula: C6H5ClFN

Example 1: Synthesis of N-(3-chloro-5-fluorophenyl)-4 nitrobenzo[c] [1,2,5] oxadiazol-5-amine Compound 1 [093] 5-Chloro-4-nitrobenzo[c][l,2,5]oxadiazole (1 15 mg, 0.58 mmol) was combined with 3-chloro-5-fluoroaniline (83.7 mg, 0.58 mmol) in DMF (0.55 mL), and the mixture was heated at 110C for 1.25 hours. The mixture was cooled to ambient temperature, resulting in the formation of a solid mass. This solid was resuspended in ethyl acetate and transferred to a larger volume of ethyl acetate (100 mL). This was sonicated to completely dissolve the solids. The organic layer was washed 5 times with water (50 mL) and brine, separated, and dried over Na2S04, then filtered and concentrated in vacuo. The resultant yellow solid was resuspended in ethyl acetate (3 mL), and filtered. The solids were washed with fresh ethyl acetate, and air-dried. N-(3-chloro-5-fluorophenyl)-4-nitrobenzo[c][l,2,5]oxadiazol-5-amine was obtained as a free-flowing yellow solid, (122 mg, 69%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Chloro-5-fluoroaniline, and friends who are interested can also refer to it.

Reference:
Patent; THE BOARD OF REGENTS OF THE UNIVERSITY OF TEXAS SYSTEM; BRUICK, Richard, K.; CALDWELL, Charles, G.; FRANTZ, Doug, E.; GARDNER, Kevin, H.; MACMILLAN, John, B.; SCHEUERMANN, Thomas, H.; TAMBAR, Uttam, K.; WO2014/78479; (2014); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 870-24-6, The chemical industry reduces the impact on the environment during synthesis 870-24-6, name is 2-Chloroethanamine hydrochloride, I believe this compound will play a more active role in future production and life.

Example 16 5-Cyclopropyl-6-(1,1-dioxo-1lambda6-[1,2,5]thiadiazolidin-2-yl)-2-(4-phenoxy-phenyl)-benzofuran-3-carboxylic acid methylamide (I-102) A solution 2-chloroethyl amine hydrochloride (0.348 g, 3.0 mmol) and sulfuryl chloride (18 mL, 18 mmol) in MeCN (25 mL) was heated overnight at 80 C. then cooled and evaporated to afford N-(2-chloroethyl)-sulfamoyl chloride (60).

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-Chloroethanamine hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Roche Palo Alto LLC; US2009/208449; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 139512-70-2, 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. 139512-70-2 name is 4-Chloro-5-fluorobenzene-1,2-diamine, 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.

General procedure: A mixture of compounds 1a-l (0.013 mol) and 4-chloro-5-fluoro-ophenylenediamine(2) (0.01 mol) in methanol (10 mL) was irradiatedwith ultrasonic irradiation at 50 C for 7 min (8 min for 3a) Afterreaction completion (monitored by TLC, ethyl acetate/hexane = 3:1), themixture was poured onto water and the precipitated product was filtrated off, washed with water and recrystallised from ethanol/water, 3:1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-5-fluorobenzene-1,2-diamine, and friends who are interested can also refer to it.

Reference:
Article; Mente?e, Emre; Kahveci, Bahittin; Mente?e, Meltem; Journal of Chemical Research; vol. 42; 6; (2018); p. 329 – 331;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 2613-34-5,Some common heterocyclic compound, 2613-34-5, name is 3-Chloro-2,4-difluoroaniline, molecular formula is C6H4ClF2N, 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.

4-(isopropylsulfamoyl)-1-methyl-pyrrole-2-carboxylic acid (250 mg, 1.02 mmol was dissolvedin CH3CN (15 mL). Triethylamine (0.56 mL), 3 -chloro-2,4-difluoroaniline (183 mg, 1.12 mmol) and HATU (463 mg, 1.22 mmol) were added. The reaction mixture was stirred at room temperature for 1 h, next at 50C for 80 h and then for 24 h at 75C. The solution was allowed to cool down. The solvent was evaporated leaving a yellow oil which was dissolved in CH2C12/MeOH (2 mL, 95:5) and purified by Flash Chromatography on silica using a gradient ofEtOAc-heptane 0/100 to 100/0]. The desired fractions were combined and the solvent was evaporated leaving a brown stable foam which was dissolved in a boiling mixture of of diisopropyl ether (3 mL) and CH3CN (0.5 mL). The solution was allowed to cool while stirring. The precipitate was filtered off, washed once with its own filtrate and with of diisopropyl ether (2 mL). The product was collected as a white solid and dried in vacuo at 50C, resulting incompound 172 (60 mg). Method B: Rt: 0.98 mm mlz: 390.1 (M-H) Exact mass: 391.06. ?H NMR (360 MHz, DMSO-d6) oe ppm 1.02 (d, J=6.6 Hz, 6 H), 3.26 (dd, J=13.4, 6.8 Hz, 1 H), 3.89 (s, 3 H), 7.25 (d, J=6.6 Hz, 1 H), 7.28 – 7.39 (m, 2 H), 7.48 – 7.59 (m, 2 H), 10.16 (s, 1 H).

The synthetic route of 2613-34-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN R&D IRELAND; VANDYCK, Koen; HACHE, Geerwin, Yvonne, Paul; LAST, Stefaan, Julien; MC GOWAN, David, Craig; ROMBOUTS, Geert; VERSCHUEREN, Wim, Gaston; RABOISSON, Pierre, Jean-Marie, Bernard; WO2014/184350; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 39191-07-6,Some common heterocyclic compound, 39191-07-6, name is 1-(3-Chlorophenyl)-N-methylmethanamine, molecular formula is C8H10ClN, 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: 2-(omega-Bromoalkyl)-isoindoline-1,3-dione (1 equiv) with N-methylbenzylamine (1 equiv) or its substituted analog in the presence of K2CO3 (3 equiv) was stirred in acetonitrile under reflux for 16 h. Once the reaction was finished, the solvent was evaporated under vacuum, producing a residue that was further dissolved in 50 mL of 5 M NaOH and extracted with ethyl acetate (3 x 50 mL). The combined organic extracts were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (dichloromethane to dichloromethane/methanol 98:2), yielding a yellow oil. The final product was obtained in the form of hydrochloride salt. The following compounds were obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(3-Chlorophenyl)-N-methylmethanamine, its application will become more common.

Reference:
Article; Guzior, Natalia; Bajda, Marek; Rakoczy, Jurand; Brus, Boris; Gobec, Stanislav; Malawska, Barbara; Bioorganic and Medicinal Chemistry; vol. 23; 7; (2015); p. 1629 – 1637;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 2267-25-6, 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. 2267-25-6 name is 2-Chloro-4-fluoroanisole, 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.

PREPARATION EXAMPLE 67 Preparation of 4-chloro-2-fluoro-5-methoxybenzyl chloride (Intermediate No. 15-15) 17.6 g (0.11 mol) of 2-chloro-4-fluoroanisole was dissolved in a dichloromethane solution of 1N titanium tetrachloride, and 88.3 g (1.10 mol) of methoxymethyl chloride was dropwise added thereto at room temperature, followed by stirring at room temperature for 5 hours. after completion of the reaction, the reaction solution was poured into water, followed by stirring at room temperature for 2 hours, and then the aqueous phase was removed. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was distilled off. Then, the obtained residue was purified by silica gel column chromatography to obtain 15.5 g (yield: 68%) of the desired product. 1 H-NMR (300 MHz,CDCl3) deltavalue: 3.89(3H,s), 5.00(2H,s), 6.97(1H,d), 7.18(1H,d)ppm

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

Reference:
Patent; Kumiai Chemical Industry Co., Ltd.; Ihara Chemical Industry Co., Ltd.; US6048823; (2000); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 15205-15-9, name is 2-Chloro-6-fluorobenzylamine, 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. Safety of 2-Chloro-6-fluorobenzylamine

General procedure: The pyrrole-3-carbaldehyde 3a-d (0.5 mmol) and a series of primary amines (0.6 mmol) were dissolved in dichloromethane (8 mL), and the resulting mixture was stirred for 30 min. The reaction was cooled at 0 C, and then NaBH(AcO)3 (1.25 mmol) and AcOH (0.5 mmol) were carefully added. The resulting mixture was stirred at room temperature for 16 h. The reaction was quenched with NaOH (1.0 M, 20 mL) and the product was extracted with ethyl acetate (3×25 mL). The organic extract was dried over anhydrous Na2SO4, filtered and evaporated in vacuo. The crude product was purified on the silica gel to afford 4a-b, 5a-c, 6a-r as yellow oil. Samples were dissolved in dichloromethane, and hydrogen chloride in diethyl ether solution (2.0M, 0.5mL) was added dropwise. The solvent was removed under reduced pressure to obtain pure solids as nuclear magnetic samples.

The synthetic route of 2-Chloro-6-fluorobenzylamine has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Ting; Tang, Yunxiang; Yang, Yang; An, Qi; Sang, Zitai; Yang, Tao; Liu, Pingxian; Zhang, Tianyu; Deng, Yong; Luo, Youfu; Bioorganic and Medicinal Chemistry Letters; vol. 28; 11; (2018); p. 2084 – 2090;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics