Tag: M.W=100-200

Application of 54730-35-7, These common heterocyclic compound, 54730-35-7, name is 3,5-Dichloro-4-methylaniline, 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 2; 5-bromo- 1 ,3-dichloro-2-methylbenzene; Suspend the 3,5-dichloro-4-methylaniline in 48% HBr (5 mL) and water (5 mL) and heat with a heat gun until the mixture is near the boiling point. Cool the slurry to room temperature and then cool to 00C with an ice/brine bath. Add a solution of sodium nitrite (109 mg, 1.58 mmol) in water (2 mL) dropwise. After the addition is complete, stir the reaction an additional 15 min in the cold bath. Add a solution of CuBr (1.08 g, 7.53 mmol) in 48% HBr (2 mL) and heat the rapidly stirring reaction to 500C for 1 hour. Cool the reaction to room temperature, dilute the reaction with ethyl acetate and discard the aqueous layer. Wash the organic layer with water and brine, dry with MgSO4, filter through celite and concentrate to an orange residue. Purify the residue by silica gel chromatography eluting with hexanes to afford 164 mg (45%) of the product as a yellow solid.

Statistics shows that 3,5-Dichloro-4-methylaniline is playing an increasingly important role. we look forward to future research findings about 54730-35-7.

Reference:
Patent; ELI LILLY AND COMPANY; WO2007/127763; (2007); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

2770-01-6, name is 4-Chloro-1H-imidazo[4,5-c]pyridine, 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. category: chlorides-buliding-blocks

A mixture of 200 mg (1.3 mmol) of 4-chloro-lH-imidazo[4,5-c]pyridine [J. A.Montgomery and K. Hewson, J. Med. Chern., 8, 708 (1965)], 0.253 mL (261 mg, 5.2 mmol) of hydrazinehydrate, and 5 mL of ethanol was stirred at room temperature overnight. The precipitate was collectedon a filter, washed with a little ethanol, and dried to give the title compound as a solid. LC-MS 150(M+l).

The synthetic route of 2770-01-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2006/23750; (2006); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 3260-88-6, 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. 3260-88-6 name is 2-Methyl-3-chloroanisole, 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.

2-Chloro-6-methoxytoluene (5 g, 32 mmol) was dissolved in benzene (100 ml) and N-bromosuccinimide (6.8 g, 38 mmol) and perbenzoic acid (5 mg) were added. The mixture was stirred overnight at 80 C. A treatment according to a conventional method using ethyl acetate as an extraction solvent gave a crude product. The obtained crude product was dissolved in dimethyl sulfoxide (100 ml), sodium cyanide (1.86 g, 38 mmol) was added, and the mixture was stirred overnight at room temperature. A treatment according to a conventional method using ethyl acetate as an extraction solvent gave a crude product, which was successively purified by silica gel column chromatography to give a nitrile intermediate (4.3 g, 23.8 mmol)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Methyl-3-chloroanisole, and friends who are interested can also refer to it.

Reference:
Patent; Yamada, Tatsuhiro; Nakagawa, Tadakiyo; Tanaka, Yasuhiro; Fujita, Kohichi; Tagami, Tomoyuki; Ikenoue, Yuka; Fukuda, Shunsuke; Chujo, Yoshitomo; Suzuki, Manabu; Murata, Masahiro; US2005/250796; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 69411-05-8, 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. 69411-05-8, name is 3-Chloro-5-trifluoromethylaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Intermediate 1 3-Chloro-5-(trifluoromethyl)benzenesulfonyl chloride [0115] [0116] A solution of NaNO2 (6.50 g) was added to a suspension of 3-chloro-5-(trifluoromethyl)aniline (18.44 g) in concentrated HCl/acetic acid (83 mL/30 mL) at 0 C. and the mixture stirred for one hour. The diazonium salt formed was transferred into a saturated solution of sulfur dioxide in glacial acetic acid (350 mL) at 0 C. and the mixture was warmed up to room temperature for one hour. The mixture was poured onto ice-water and extracted with diethyl ether. The combined organic layers were washed with sodium hydrogen carbonate, dried over sodium sulphate, concentrated and purified by silica chromatography eluting with ethyl actetate/hexane to yield 3-chloro-5-(trifluoromethyl)benzenesulfonyl chloride (22 g, 84%). [0117] 1H NMR (400 MHz, Chloroform-D) d ppm 8.0 (m, 1H) 8.2 (m, 1H) 8.2 (t, J=1.9 Hz, 1H).

The synthetic route of 3-Chloro-5-trifluoromethylaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CONVERGENCE PHARMACEUTICALS LIMTED; Gleave, Robert James; Hachisu, Shuji; Page, Lee William; US2013/116270; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

90390-33-3, name is 3-Chloro-5-fluorobenzylamine, 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. Application In Synthesis of 3-Chloro-5-fluorobenzylamine

159 mg of 3-chloro-5-fluorobenzylamine (1 mmol) was weighed into a dry 50 mL eggplant-shaped reaction flask, and 15 mL of dichloromethane was added.Stir until the substrate was completely dissolved. After adding 200 muL of triethylamine, a solution of 168 mg of chlorobutyryl chloride (1.2 mmol in a suitable amount of dry dichloromethane) was slowly added dropwise in an ice bath at 0 to 5 C.After the completion of the dropwise addition, the TLC tracking and monitoring were carried out at room temperature, and when the raw materials disappeared, 20 mL of saturated sodium hydrogencarbonate was sequentially used.The water and the saturated aqueous NaCl solution were each washed three times and dried over anhydrous sodium sulfate.The mixture was separated by silica gel column chromatography under reduced pressure to give 4-chloro-N-(3-chloro-5-fluorobenzyl)butanamide.

The synthetic route of 90390-33-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Shidande Biological Co., Ltd.; Shanghai Shidande Criterion Technology Services Co., Ltd.; Qian Yong; Xin Zhenqiang; Shu Yaping; Zhang Tianyong; Xie Tianpei; (11 pag.)CN108503559; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 3260-88-6, 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. 3260-88-6 name is 2-Methyl-3-chloroanisole, 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.

3-Chloro-2-methylphenol Process Variant b2)-Second Step-Preparation of Compounds of the Formula (I-1) 3.1 g (0.02 mol) of 3-chloro-2-methylanisole are heated in 20 ml of 50% sulphuric acid for 18 hours with reflux. After cooling, the reaction mixture is extracted three times with dichloromethane, dried over sodium sulphate and concentrated to dryness under reduced pressure. 3-Chloro-2-methylphenol is obtained as a solid (2.9 g, content by HPLC: 11.7%, 12% of theory).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Methyl-3-chloroanisole, and friends who are interested can also refer to it.

Reference:
Patent; Huebsch, Walter; Lantzsch, Reinhard; Mueh, Thorsten; Weintritt, Holger; US2003/92944; (2003); A1;,
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. 621-62-5, name is 2-Chloro-1,1-diethoxyethane, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C6H13ClO2

EXAMPLE 3 Preparation of 2-benzoyloxyacetaldehyde diethyl acetal Chloroacetaldehyde diethyl acetal (2.00 g), potassium benzoate (1.91 g), potassium bromide (0.30 g) and DMF (20 mL) were placed in a three-neck flask, followed by refluxing. Twenty hours later, the reaction mixture was cooled to room temperature, and water (30 mL) and ethyl acetate (80 mL) were added thereto, followed by stirring. After filtration, the organic layer was washed with water (30 mL) and was dried over anhydrous sodium sulfate. Subsequent filtration and vacuum concentration yielded the target compound (0.97 g) in a yield of 31%.

According to the analysis of related databases, 621-62-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Daicel Chemical Industries, Ltd.; US2005/234246; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 69411-05-8, A common heterocyclic compound, 69411-05-8, name is 3-Chloro-5-trifluoromethylaniline, molecular formula is C7H5ClF3N, 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.

To a cold (0C) suspension of 3-chloro-5-(trifluoromethyl)aniline (1 g, 5.11 mmol, Eq: 1.00) and calcium carbonate (1.02 g, 10.2 mmol, Eq: 2) in water (11.1 ml) and dichloromethane (11.1 ml) was added thiophosgene (647 mg, 430 mu, 5.62 mmol, Eq: 1.1). The biphasic reaction mixture was allowed to warm to room temperature and was vigorously stirred for 16h. IN HC1 (10 mL) was added and the reaction mixture was pardoned between water and EtOAc. The organic layer was washed with water and brine, adsorbed unto silica (3g), and purified on silica gel (column 40 g, hexane/AcOEt 1:0 to 85: 15) to give 880 mg (72%) of the desired product as a colorless oil.

The synthetic route of 69411-05-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; PLANCHER, Jean-Marc; WEIKERT, Robert James; WO2014/135423; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 928-50-7, These common heterocyclic compound, 928-50-7, name is 5-Chloropent-1-ene, 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.

1) 1-Chloropent-4-ene (0.1 mol) and Na2CO3 (11 g) in THF (100 g) are added to 3,3,3-trifluoropropan-1-ol (11 g), the mixture is stirred under reflux for 4 hrs, and the allyl ether is then isolated using conventional laboratory methods.

Statistics shows that 5-Chloropent-1-ene is playing an increasingly important role. we look forward to future research findings about 928-50-7.

Reference:
Patent; Hierse, Wolfgang; Ignatyev, Nikolai (Mykola); Seidel, Martin; Montenegro, Elvira; Kirsch, Peer; Bathe, Andreas; US2010/152081; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 90390-33-3, 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. 90390-33-3, name is 3-Chloro-5-fluorobenzylamine, This compound has unique chemical properties. The synthetic route is as follows.

Triethylamine (0.74 ml) and propanephosphoric anhydride (T3P; 1.02 g) are added at 0 C. to a solution of 2-oxo-1-phenylazepane-3-carboxylic acid (250 mg) and 3-chloro-5-fluorobenzylamine (205 mg) in dichloromethane (15 ml). When the reaction has been brought to completion at RT, the mixture is diluted with further dichloromethane and washed with 10% sodium bicarbonate solution and saturated NaCl solution. The organic phase is treated in the usual manner, and the residue is purified, giving the product as colourless solid in a yield of 87% (350 mg); 10430] LCMS: mass found (M+1,375.2)10431] MethodA: 0.1%ofTFAinH2O, B: 0.1%ofTFAin ACN: flow-2.0 ml/min.10432] Column: X Bridge C8 (50×4.6 mm, 3.5 tm)+ve mode10433] Rt (mm): 4.57 area % 98.66 (max), 97.22 (220 nm) 10434] HPLC:10435] MethodA: 0.1% of TFA in H20, B: 0.1% of TFA inACN, flow rate: 2.0 ml/min10436] Column: XBridge C8 (50×4.6) mm, 3.5 tm10437] Rt (mm): 4.63 area % 97.55 (max), 97.87 (220 nm);10438] ?H NMR (400 MHz, DMSO-d5): oe [ppm]8.37-8.36(m, 1H), 7.40-7.36 (m, 2H), 7.27-7.20 (m, 6H), 4.44-4.38 (m,1H), 4.25-4.20 (m, 1H), 3.92-3.83 (m, 2H), 3.60-3.59 (m,1H), 2.03-2.01 (m, 1H), 1.98-1.95 (m, 1H), 1.78-1.63 (m,4H).

The chemical industry reduces the impact on the environment during synthesis 3-Chloro-5-fluorobenzylamine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK PATENT GmbH; Heinrich, Timo; Zenke, Frank; Krier, Mireille; Friese-Hamim, Manja; Seenisamy, Jeyaprakashnarayanan; US2015/31670; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics