Month: September 2021

Adding a certain compound to certain chemical reactions, such as: 119023-25-5, name is 2-Amino-4-fluorobenzamide, belongs to amides-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 119023-25-5, name: 2-Amino-4-fluorobenzamide

Stage 3: 2-aminomethyl-5-fluorophenylamine 2 M borane-dimethyl sulfide complex (40 ml, 80 mmol) in tetrahydrofuran was added to a solution of the product from stage 2 (2.45 g, 16 mmol) in anhydrous tetrahydrofuran (50 ml) and the mixture was heated under reflux for 9 hours. Water (4 ml) was cautiously added to the cooled reaction solution and the mixture was then concentrated in vacuo. Toluene (2*) was added to the residue and the mixture was concentrated again each time. The residue was then repeatedly dissolved in methanol (3*) and concentrated each time. The crude product was purified by flash chromatography with chloroform/methanol (7:3) and 1% triethylamine. Yield: 1.37 g (61%), white solid. Melting point: 49-51 C.

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

Reference:
Patent; Gruenenthal GmbH; US2008/293749; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 85006-25-3, A common heterocyclic compound, 85006-25-3, name is tert-Butyl (tert-butoxycarbonyl)oxycarbamate, molecular formula is C10H19NO5, 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.

General procedure: Nucleophile (1-3 mol equiv), tris-(dibenzylideneacetone)dipalladium (2.5 mol %), tris-(2-furyl)phosphine (10 mol %) and potassium carbonate (2 mol equiv) were added to a solution of the aryl halide (1 mmol) in dry dimethylformamide (10 mL) in a Schlenk tube. The reaction mixture was then degassed using the freeze, pump, thaw (F.P.T.) technique (one cycle). Allene gas was then introduced at the required pressure (1 atm) and the Schlenk tube contents stirred and heated at 80 C for 16 h. After cooling and venting, DCM (20 mL) was added and the mixture filtered to remove inorganic salts. The filtrate was concentrated in vacuo and the residue was purified by column chromatography.

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:
Article; Elboray, Elghareeb E.; Gao, Chuanjun; Grigg, Ronald; Tetrahedron; vol. 68; 14; (2012); p. 3103 – 3111;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 72505-21-6, name is 4-(Trifluoromethyl)thiobenzamide, molecular formula is C8H6F3NS, 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. Recommanded Product: 72505-21-6

Step B 2-(4-Trifluoromethylphenyl)thiazole A stirred solution of 5.0 grams (0.024 mole) of 4-trifluoromethylbenzthioamide, 4.4 grams (0.026 mole) of bromoacetaldehyde dimethyl acetal, and 4 drops of concentrated hydrochloric acid in 50 ml of ethanol was heated at reflux for 18 hours. After this time the reaction mixture was subjected to column chromatography on silica gel. Elution was accomplished using 20% ethyl acetate in hexane. The appropriate fractions were combined and concentrated under reduced pressure, yielding 3.3 grams of 2-(4-trifluoromethylphenyl)thiazole. The nmr spectrum was consistent with the proposed structure.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 72505-21-6, its application will become more common.

Reference:
Patent; FMC Corporation; US5073564; (1991); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 40545-33-3, These common heterocyclic compound, 40545-33-3, name is 2-Amino-5-methylbenzamide, 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.

General procedure: A 15 mL tube was added 2-aminobenzamide (1 mmol), benzyl amine (1.5 mmol), and a stir bar. Then H2O2 (30 wt% in H2O, 5 equiv.) was added by a syringe at room temperature under open air. The tube was closed and kept at 120C for 20 h. The conversion and yield were determined by GC and GC-MS using hexadecane (0.1 mmol) as the internal standard.

Statistics shows that 2-Amino-5-methylbenzamide is playing an increasingly important role. we look forward to future research findings about 40545-33-3.

Reference:
Article; Qi, Xin-Xin; Song, Zhen-Zhen; Gong, Jin-Long; Fang, Zheng-Yu; Wu, Xiao-Feng; Chinese Chemical Letters; vol. 27; 1; (2016); p. 21 – 24;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 2895-21-8, 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. 2895-21-8 name is N-Isopropyl-2-chloroacetamide, 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.

To a solution of /c/7-Butyl 5-(2-(3-hydroxyphenyl)-7-methoxy-6-(2- methoxyethoxy) quinazolin-4-ylamino)-1H-indazole-l -carboxylate (0.40Og, 0.72 mmol) and 2-chloro-N-isopropylacetamide (0.107g, 0.79 mmol) in DMF ( 16 mL) was added K.2CO3 (0.297g, 1.44 mmol). The mixture was heated at 80 C for 72 h. The mixture was concentrated in vacuo and taken on directly into the next step. HPLC retention time 6.76mins^

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

Reference:
Patent; SURFACE LOGIX, INC.; SWEETNAM, Paul; BARTOLOZZI, Alessandra; CAMPBELL, Anthony; COLE, Bridget; FOUDOULAKIS, Hope; KIRK, Brian; SESHADRI, Hemalatha; RAM, Siya; WO2010/104851; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 617-36-7, The chemical industry reduces the impact on the environment during synthesis 617-36-7, name is Ethyl 2-amino-2-oxoacetate, I believe this compound will play a more active role in future production and life.

Step 1: Preparation of N-(2,2,6,6-tetramethyl-4-piperidinyl)oxamide Into a 3-neck, 250 ml, round bottom flask was added 30.5 g (0.25 mole) of ethyl oxamate (Aldrich Chemical Company) and 100 ml of methanol. The flask was equipped with a magnetic stirrer, thermometer, reflux condenser and addition funnel containing 39.0g (0.25 mole) 4-amino-2,2,6,6-tetramethylpiperidine. The stirrer was activated and the amine was added dropwise to the ethyl oxamate solution over 12 minutes as the temperature slowly rose to 35C. The reaction was stirred an additional 2.5 hours and filtered. After air drying overnight, the filter cake weighed 40.4g and had a melting point of 203-208C. The filtrate was transferred back to the 250 ml 3-neck flask and another 30.5g of ethyl oxamate was added. An additional 39g of 4-amino-2,2,6,6-tetramethylpiperidine were added over 7 minutes as the temperature slowly rose to 28C. The reaction was stirred 3 hours and filtered. After air drying overnight, the filter cake weighed 50.0g and had a melting point of 198-200C. The infrared spectrum (nujol mull) of the product contained a sharp NH band at 3370 cmmin1, a strong broad carbonyl band at 1670 cmmin1 and a weaker carbonyl band at 1520 cmmin1.

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, Ethyl 2-amino-2-oxoacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ELF ATOCHEM NORTH AMERICA, INC.; EP516192; (1992); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

159790-81-5, name is (9H-Fluoren-9-yl)methyl 4-aminobenzylcarbamate, belongs to amides-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. COA of Formula: C22H20N2O2

N-Fmoc-para-(aminomethyl)phenylazobenzoic acid was prepared adapting literature procedures [1]. Para-nitrosobenzoic acid [2] (0.94 g, 6.2 mmol) and N-Fmoc-para-aminobenzylamine [3] (1.06 g, 3.1 mmol) were suspended in acetic acid/DMSO 1:1 (80 mL) and stirred at room temperature for 48 h. Water was added to the reaction mixture, the precipitate was filtered, washed with water several times, dried, and recrystallized from acetone/water mixtures yielding the desired azo compound (660 mg, 45%) as an orange solid.

The synthetic route of 159790-81-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ponader, Daniela; Igde, Sinaida; Wehle, Marko; Maerker, Katharina; Santer, Mark; Bleger, David; Hartmann, Laura; Beilstein Journal of Organic Chemistry; vol. 10; (2014); p. 1603 – 1612;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 1524-40-9, name is 3-Fluorobenzenesulfonamide, molecular formula is C6H6FNO2S, 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. SDS of cas: 1524-40-9

(1) 0.0040g iridium catalyst [Cp * IrCl2] 2,0.0076 g silver salt bis(trifluoromethanesulfonyl)imide silver,0.825g oxidant silver acetate,31.4muLacetophenone-O-methyl oxime and0.07 g of m-fluorobenzenesulfonamide was placed in a reaction tube.Add 2mL of dichloromethane as a solvent,Heating and stirring reaction,The temperature of heating and stirring is 60C.Reaction time 24h.(2) After the reaction is over,Separation by column chromatography (300-400 column chromatography silica gel column packing,Eluent: ethyl acetate: petroleum ether = 12:100 v/v),Can get the product N-[2-(1-Methoxyimino)ethyl]phenyl-3-fluorobenzenesulfonamide.The yield is 83%.The structural characterization of the products are shown in Figures 21 and 22, respectively.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1524-40-9, its application will become more common.

Reference:
Patent; University of Jinan; Zhao Huaiqing; Zhang Wei; Xu Xiangwen; Wu Wei; (40 pag.)CN107739322; (2018); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 62009-47-6, The chemical industry reduces the impact on the environment during synthesis 62009-47-6, name is 2-Aminomalonamide, I believe this compound will play a more active role in future production and life.

EXAMPLE 10 In 2.1 mL of water is suspended 0.5 g of 2-aminomalonamide. Under ice-cooling, 0.43 g of ethyl glyoxalate is added to the suspension, which is then stirred for 40 minutes. Then, 0.85 mL of 5 mol/mL sodium hydroxide is added to the resulting suspension, which is then stirred at the same temperature as above for 40 minutes. The reaction mixture is adjusted to pH 12 by adding 1 mol/L sodium hydroxide, and once made into a solution. The solution is then adjusted to pH 2 by adding 6 mol/mL hydrochloric acid. The deposited crystals are collected by filtration and washed successively with water and 50% (w/w) ethanol to obtain 0.15 g of 3,5-dihydroxy-2-pyrazinecarboxamide. IR(KBr) cm-1: 1660 NMR(D2O) delta value: 6.97(1H,s)

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

Reference:
Patent; Furuta, Yousuke; Egawa, Hiroyuki; Nomura, Nobuhiko; US2002/13316; (2002); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 63920-73-0, 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. 63920-73-0 name is 2-Amino-4,6-dimethoxybenzamide, 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.

To a solution of 2-hydroxymethyl-benzofuran-5-carbaldehyde (0.450 g, 2.55 mmol) and 2-amino-4,6-dimethoxybenzamide (0.500 g, 2.55 mmol) in N,N-dimethylacetamide (5 mL) were added sodium hydrogen sulfite (58.5%; 0.510 g, 2.80 mmol) and p-toluenesulfonic acid (50 mg, 0.25 mmol). The reaction mixture was stirred at 120 C. for 6 hours under nitrogen and cooled to room temperature. The separated solid was filtered, washed with ether (30 mL), water (30 mL), and ethyl acetate (20 mL), and then dried under vacuum to give the title compound as a yellow solid. Yield: 0.572 g (64%). 1H NMR (400 MHz, DMSO-d6): delta 12.07 (br s, 1H), 8.44 (d, J=2.0 Hz, 1H), 8.10 (dd, J=8.8 and 1.6 Hz, 1H), 7.67 (d, J=8.8 Hz, 1H), 6.89 (s, 1H), 6.76 (d, J=2.4 Hz, 1H), 6.54 (d, J=2.4 Hz, 1H), 4.61 (s, 2H), 3.90 (s, 3H), 3.86 (s, 3H). MS (ES+) m/z: 353.20 (M+1)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Amino-4,6-dimethoxybenzamide, and friends who are interested can also refer to it.

Reference:
Patent; RVX Therapeutics Inc.; McLure, Kevin G.; Young, Peter R.; US2013/281398; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics