Tag: M.W=200-300

108468-00-4, 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. 108468-00-4, name is 1-(N-Boc-aminomethyl)-4-(aminomethyl)benzene, A new synthetic method of this compound is introduced below.

820 mg of tert-butyl N-[[4-(aminomethyl)-phenyl]-methyl]-carbamate and 421 mg of TEA was dissolved in 10 mL of DCM, cooled in an ice bath and 725 mg of thioacetic acid S-(4-chlorocarbonyl-phenyl) ester, dissolved in 5 mL of DCM, was slowly added. The mixture obtained was stirred for 30 min at rt, the phases were separated, the organic phase obtained was washed successively with 2N HCl and 5% aqueous NaHCO3 solution, dried over Na2SO4 and evaporated to dryness. The title compound was obtained in the form of pale brown crystals.

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; NABRIVA THERAPEUTICS AG; Thirring, Klaus; Heilmayer, Werner; Riedl, Rosemarie; Kollmann, Hermann; Ivezic-Schoenfeld, Zrinka; Wicha, Wolfgang; Paukner, Susanne; Strickmann, Dirk; (90 pag.)US2016/332963; (2016); A1;,
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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. 2015-19-2, name is 5-Amino-2-chlorobenzenesulfonamide, This compound has unique chemical properties. The synthetic route is as follows., 2015-19-2

The compound 5 (1.24 g, 6.0 mmol), formic acid (2.23 g, 48.0 mmol) and sodium formate (82 mg, 1.2 mmol) were placed into a flask. The reaction was monitored with TLC and complete after 10 h of stirring at room temperature. The resulting mixture was poured onto 50 mL of water, and the suspension was stirred for 10 min. After stewing at 10 C for 10 min, the white precipitate was filtered to give the intermediate 6m.

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Reference:
Article; Pan, Li; Jiang, Ying; Liu, Zhen; Liu, Xing-Hai; Liu, Zhuo; Wang, Gang; Li, Zheng-Ming; Wang, Di; European Journal of Medicinal Chemistry; vol. 50; (2012); p. 18 – 26;,
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The chemical industry reduces the impact on the environment during synthesis 177906-48-8, name is trans-N-Boc-1,4-cyclohexanediamine, I believe this compound will play a more active role in future production and life. 177906-48-8

Intermediate 46; N-(5-lodo-imidazo[2,1 -b][1 ,3,4]thiadiazol-2-yl)-N’,N’-dimethyl-irans- cyclohexane-1,4-diamine; Step 1 : (4-Dimethylamino-irans-cyclohexyl)-carbamic acid tert-butyl ester; A solution of N-boc-frans-1 ,4-cyclohexanediamine (1 g, 4.7 mmol, 1 equiv) and formaldehyde (1.39 ml, 18.7 mmol, 4 equiv) was treated with sodium cyanoborohydride (0.926 g, 14 mmol, 3 equiv) and then with acetic acid (1.6 ml, 28 mmol, 6 equiv). The reaction mixture was stirred at room temperature under argon atmosphere overnight. The solvent was removed under reduced pressure, and the crude was suspended in sat. NaHC03 and extracted with dichloromethane. The organic layer was dried over Na2S04, filtered and concentrated to afford the desired product (0.787 g) which was used in the next step of the synthesis without further purification.

The chemical industry reduces the impact on the environment during synthesis 177906-48-8. I believe this compound will play a more active role in future production and life.

Reference:
Patent; CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS (CNIO); PASTOR FERNANDEZ, Joaquin; KURZ, Guido; RICO FERREIRA, Maria del Rosario; SOILAN RODRIGUEZ, David; ORTEGA SORET, Miguel Angel; LINK, Wolfang; RABAL GRACIA, Obdulia; WO2012/20215; (2012); A1;,
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These common heterocyclic compound, 42137-88-2, name is N,N-Bis(2-chloroethyl)-4-methylbenzenesulfonamide, 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. 42137-88-2

A1. Levorotatory (-)-1-[(4-chlorophenyl)phenylmethyl]-4-[(4-methylphenyl)sulfonyl]piperazine. 3.4 g (0.0156 mole) of levorotatory (-)-(4-chlorophenyl)phenylmethylamine (prepared in Example 1.1) and 5.1 g (0.0172 mole) of N,N-bis(2-chloroethyl)-4-methylbenzenesulfonamide (prepared in Example 2.3) in 6 ml (4.4 g or 0.0343 mole) of ethyldiisopropylamine are mixed in a 25 ml round-bottomed flask. The mixture is heated under reflux (127 C.) for 4 hours and then cooled, with stirring, to 86 C. and 13.8 ml of methanol are added at once. The mixture is then cooled in an ice bath and still stirred for 1 hour. The precipitate which forms is filtered off, washed with 10 ml of methanol and dried under vacuum at 40 C. The product is recrystallized from a 3:1 (v/v) mixture of methanol and acetone. 6 g of levorotatory (-)-1-[(4-chlorophenyl)phenylmethyl]-4-[(4-methylphenyl)sulfonyl]piperazine are obtained. M.P. 171.1 C. Yield: 87.2%. [alpha]D25:-40.68 (c=1, toluene) Optical purity: 100% Analysis for C24 H25 ClN2 O2 S in %: Calc.: C 65.37H 5.71 N 6.35 Cl8.04 S 7.27 Found: 65.95 5.80 6.60 8.12 7.33

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 42137-88-2.

Reference:
Patent; U C B, S.A.; US5478941; (1995); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

71026-66-9, 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. 71026-66-9 name is tert-Butyl (4-aminophenyl)carbamate, 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.

In a three-necked flask equipped with a thermometer and a dropping funnelAzobenzene-4,4′-dicarboxylic acid dichloride (25.0 g,81.4 mmol) and triethylamine (19.8 g, 195.4 mmol) were added, and 150 mL of dichloromethane was added. The solution was kept at 5 CAnd the mixture was dissolved in methylene chloride (100 mL)4- (N-tert-butoxycarbonylamino) aniline(37.3 g,179.1 mmol) was added, and the mixture was heated to room temperature and stirred for 6 hours. The reaction solution was added to water (250 mL), washed with pure water(300 mL). The organic layer was washed three times. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure to obtain the same(Yield 42.9 g, yield 81%)

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; Jieenzhi Co., Ltd.; Jieenzhi Petrochemical Co., Ltd.; Teng Madaliang; Tian Cundianyang; Xiao Kouxiongerlang; Shan Neixiaohao; Jiu Tianlixiang; (145 pag.)CN104058993; (2017); B;,
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A common heterocyclic compound, 108468-00-4, name is 1-(N-Boc-aminomethyl)-4-(aminomethyl)benzene, molecular formula is C13H20N2O2, 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. 108468-00-4.

Compound 3 (19.6 g, 83.1 mmol, 1 equiv; corresponding to 42.5 g of a mixture with di-Boc-protected 1,4-bis(aminomethyl)benzene, cf. preparation of 3) was suspended in water (500 mL) and ethanol (400 mL). The suspension was heated to 60 C and 1 M aq hydrochloric acid (100 mL) was added yielding a pH of about 3. Potassium cyanate (7 g, 86.3 mmol) was added and the mixture was refluxed for 75 min. 1 M aq hydrochloric acid (8 mL) was added to adjust the pH to 7, followed by the addition of 4.67 g potassium cyanate (4.67 g, 57.6 mmol). Reflux was continued for 2 h, then the mixture was stirred at rt overnight (final pH: ?8) and concentrated under reduced pressure to a volume of about 200 mL. The white solid was separated by filtration, washed twice with water (2 ¡Á 150 mL) and dried in vacuo. A suspension was prepared in a mixture of MeOH and DCM (1:10, 2000 mL) and subjected to column chromatography (DCM/MeOH 20:1-7.5:1). The isolated Boc-protected intermediate (well soluble in MeOH, poorly soluble in water, acetonitrile, ethyl acetate and DCM) was dissolved in MeOH (300 mL) under mild heating. Acetyl chloride (30 mL) was added dropwise over a period of 2 h and stirring was continued for 30 min. Volatiles were removed under reduced pressure and the residue was suspended in water (150 mL). Lyophilisation afforded the product as a white solid (15.8 g, 88%). 1H NMR (300 MHz, MeOH-d4/D2O 80:20): delta (ppm) 4.06 (s, 2H), 4.26 (s, 2H), 7.34 (m, 4H); MS (CI, NH3): m/z 197 [M+NH4]+, 180 [M+H]+; C14H21N3O3 ¡Á HCl (215.8).

The synthetic route of 1-(N-Boc-aminomethyl)-4-(aminomethyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Keller, Max; Erdmann, Daniela; Pop, Nathalie; Pluym, Nikola; Teng, Shangjun; Bernhardt, Guenther; Buschauer, Armin; Bioorganic and Medicinal Chemistry; vol. 19; 9; (2011); p. 2859 – 2878;,
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86499-96-9, Adding some certain compound to certain chemical reactions, such as: 86499-96-9, name is 3-Bromo-4,5-dihydro-1H-benzo[b]azepin-2(3H)-one, 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 86499-96-9.

3-Bromo-2,3,4,5-tetrahydro-1H-[1]-benzazepin-2-one (300 mg) was added in one portion to a stirred suspension of potassium hydroxide (90 mg) and tetrabutylammonium bromide (40 mg) in tetrahydrofuran (10 ml) maintained at 0¡ã under a nitrogen atmosphere. Stirring was continued for 5 minutes, then ethyl bromoacetate (200 mg) was added in one portion. The reaction mixture was allowed to warm to room temperature while stirring for an additional 3 hours. The tetrahydrofuran was removed under reduced pressure and the residue partitioned between water (5 ml) and ether (25 ml). The organic phase was washed with 2N hydrochloric acid (5 ml), dried over magnesium sulfate, and the solvent removed under reduced pressure to give 3-bromo-1-ethoxycarbonylmethyl-2,3,4,5-tetrahydro-1H-[1]-benzazepin-2-one, m.p. 114¡ã-116¡ã. 3-Chloro-1-ethoxycarbonylmethyl-2,3,4,5-tetrahydro-1H-[1]-benzazepin-2-one was similarly prepared.

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 86499-96-9.

Reference:
Patent; Ciba-Geigy Corporation; US4575503; (1986); A;,
Amide – Wikipedia,
Amide – 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. 22726-00-7, name is 3-Bromobenzamide, A new synthetic method of this compound is introduced below., 22726-00-7

To a tube charged with 3-Bromo-benzamide (180 mg, 0.9 mmol) and Pd(dppf)Cl2 (40 mg, 0.054 mmol), was added 4-Hydroxy-5-methoxy-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzaldehyde (250 mg, 0.9 mmol, Example 160, step d) as a solution in 2 mL of DMF followed by the addition of K2CO3 (248 mg, 1.8 mmol) in 0.5 mL H2O. The tube was sealed with a cap and allowed to heat for 16 hours at 85 C. Reaction mixture was then filtered and purified on reverse phase HPLC. Fractions containing the desired product were combined and the solvent was removed under reduced pressure to yield 82 mg of product 2?-Formyl-5?-hydroxy-4?-methoxy-biphenyl-3-carboxylic acid amide.

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; Zhou, Jinglan; Robinson, Leslie; Gubernator, Nikolaus M.; Saiah, Eddine; Bai, Xu; Gu, Xin; US2003/225110; (2003); A1;,
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Amide – an overview | ScienceDirect Topics

636-76-0,Some common heterocyclic compound, 636-76-0, name is 3-Sulfamoylbenzoic acid, molecular formula is C7H7NO4S, 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. 3-Sulfamoylbenzoyl chloride 10 g of ground 3-sulfamoylbenzoic acid were reacted as prescribed in Example 70b), the thionyl chloride was distilled off and the residue was crystallized under a mixture of petroleum ether and diethyl ether (1:1). Melting point: 123 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Sulfamoylbenzoic acid, its application will become more common.

Reference:
Patent; Hoechst Aktiengesellschaft; US4061761; (1977); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 6292-59-7, name is 4-(tert-Butyl)benzenesulfonamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 6292-59-7

44g (0.21 moles) of 4-tert-butyl-benzenesulfonamide, 72g (0.21 moles) of 4,6- dichloro-5-(2-methoxy-phenoxy)-[2,2′]bipyrimidine and 0.7g of tetrabutylammonium bromide are added to a suspension of 35g (0.25 moles) of potassium carbonate in 720 ml of methyl isobutyl ketone (MIBK), kept in an inert atmosphere (nitrogen). Once the addition is complete, the suspension is heated to reflux, operating so as to azeotropically remove the water that forms during the reaction. The reaction is kept at reflux for 5 hours. Once the reaction is complete, the suspension is cooled to 5O0C and diluted with 0.2 litres of water. Hydrochloric acid 35percent is then added until obtaining a pH between 2.0 and 3.0. The suspension is cooled to 5¡ãC / 100C and the product is left to crystallise for 10 hours. The suspension is filtered and 120 g in wet form of the title compound are obtained equal to 100 g in dry form (0.19 moles) (yield 92percent; purity 99.6percent HPLC).

The synthetic route of 6292-59-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SIFAVITOR S.R.L.; BIFFI, Giancarlo; FELICIANI, Lazzaro; VISCARDI, Enrico; WO2010/103362; (2010); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics