Tag: M.W=100-200

49805-30-3, 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. 49805-30-3, name is 2-Azabicyclo[2.2.1]hept-5-en-3-one belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

1.7. Preparation of (+-)-1-amino-4-(hydroxymethyl)-2-cyclopentene in the presence of additives such as water or various alcohols A 10 ml round-bottom flask was charged with 0.50 g (4.66 mmol) of (+-)-2-azabicyclo[2.2.1]hept-5-en-3-one and 0.30 g (13.7 mmol) of lithium borohydride in 7.5 ml of abs. dioxane, and the mixture was heated to 60 C. At this temperature, over the course of 30 min, X mmol of alcohol Y was added dropwise using a syringe. The mixture is then stirred for 2 h at 60 C., cooled to about 20 C. and poured into about 10 ml of semi-concentrated HCl. The content was then determined directly using a quantitative ion-chromatographic method (cf.

The synthetic route of 2-Azabicyclo[2.2.1]hept-5-en-3-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lonza AG; US2002/10360; (2002); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

1565-17-9, 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. 1565-17-9, name is 4-Acetylbenzenesulfonamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: An amountof acetic acid glacial was added to a mixture of acetophenoneand phenyl hydrazine derivatives in 20 ml ethanol (EtOH),and the reaction was reBuxed overnight at 70C. Ethanol wasremoved under reduced pressure and the produced solidproduct was used without further puri7cation for pyrazolesynthesis.

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

Reference:
Article; Assali, Mohyeddin; Abualhasan, Murad; Sawaftah, Hadeel; Hawash, Mohammed; Mousa, Ahmed; Journal of Chemistry; vol. 2020; (2020);,
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These common heterocyclic compound, 27366-72-9, name is 2-(Dimethylamino)ethanethioamide hydrochloride, 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. 27366-72-9

EXAMPLE 9 Preparation of N-methyl-N’-2-([2-(dimethylaminomethyl)-5-methyl-4-thiazolyl]methylthio)ethyl 2-nitro-1,1-ethenediamine Following the procedure of Example 1, a reaction mixture containing 33.88 g. of ethyl 2-oxo-3-bromobutyrate [prepared by the procedure of Siefert et al., Helv. Chim. Acta, 33 725 (1950)], 21.52 g. of dimethylaminothioacetamide hydrochloride and 100 ml. of anhydrous ethanol was stirred and heated to refluxing temperature for about 2.5 hours. The reaction mixture was allowed to remain at room temperature overnight after which time it was concentrated by evaporation in vacuo. 100 ml. of an ice-water mixture was added to the resulting residue and the aqueous layer extracted with ethyl acetate. The ethyl acetate layer was discarded. The aqueous layer was cooled and then made basic (pH=11) with 2 N aqueous sodium hydroxide. The resulting alkaline layer was extracted several times with an equal volume of ethyl acetate and the ethyl acetate extracts were combined. The combined extracts were washed with water, with saturated aqueous sodium chloride, and were then dried. Concentration in vacuo provided a reddish oil comprising ethyl 2-(dimethylaminomethyl)-5-methyl-4-thiazolecarboxylate. Yield=21.2 g. (57%)

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 27366-72-9.

Reference:
Patent; Eli Lilly and Company; US4375547; (1983); A;,
Amide – Wikipedia,
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1943-79-9, 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. 1943-79-9 name is Phenyl methylcarbamate, 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.

EXAMPLE 10 Synthesis of N-methyl-N’-phenyl urea: 15.1 g. of phenyl N-methylcarbamate, 9.3 g. of aniline and 5.4 g. of the tetraethylammonium salt of 2-hydroxy-5-nitro-pyridine are refluxed in 200 ml. of ethanol for 5 hours. The reaction solution is concentrated, and the residue is dissolved in 100 ml. of chloroform, washed successively with 50 ml. of 1N sodium carbonate, 50 ml. of 1N hydrochloric acid and 100 ml. of water, and dried. By concentrating to dryness and recrystallizing from 120 ml. of ethanol, crystals of N-methyl-N-phenylurea having a m.p. of 150 – 151C. are obtained in 91% yield. When phenyl N-methyldithiocarbamate is used in place of phenyl N-methylcarbamate, N-methyl-N’-phenylthiourea is obtained in 79% yield, m.p. 113C. In either case, the reaction rate is considerably lower without the catalyst than with the catalyst.

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; Kyowa Hakko Kogyo Co., Ltd.; US3963728; (1976); A;,
Amide – Wikipedia,
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The chemical industry reduces the impact on the environment during synthesis 121492-06-6, name is N-Boc-(2-Aminoethyl)-N-methylamine, I believe this compound will play a more active role in future production and life. 121492-06-6

EXAMPLE 365; 5-Bromo-3-[6-(2-methylamino-ethylamino)-2-propyl-2H-pyrazolo[3,4-d]pyrimidin-4-yl]-1,3-dihydro-indol-2-one hydrochloride; salt Example 188 (50 mg, 0.123 mmol) and N-(3-aminoethyl)-N-methyl carbamic acid t-butyl ester (214 mg, 1.23 mmol) were heated in 1 mL EtOH at 130 C. in microwave for 10 min. Upon cooling, the product precipitated in the reaction tube. The resulting solid was filtered and pumped dry before stirring in 5 mL of 4N HCl/dioxane for 1 h at r.t. The reaction mixture was pumped dry, triturated in ether and filtered to afford 38 mg (65%) of a yellow solid. mp 269-271 C.; MS (ES+calculated: 444.34; found: 444.63, 445.75 M+H). HPLC (95%) purity, retention time 3.937 minutes-Method C); 1H NMR (400 MHz, TFA) delta 8.73 (s, 1H), 7.89 (s, 1H), 7.54 (d, J=8 Hz, 1H), 7.17 (d, J=8 Hz, 1H), 4.4 (m, 2H), 4.31 (br s, 2H), 4.07 (m, 1H), 3.85 (m, 3H), 3.10 (br s, 2H), 2.12 (m, 2H), 1.13 (t, J=7 Hz, 3H).

The chemical industry reduces the impact on the environment during synthesis 121492-06-6. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Cephalon, Inc.; US2007/281949; (2007); A1;,
Amide – Wikipedia,
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107017-73-2, Name is tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate, 107017-73-2, 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.

Step 2: tert-Butyl[1-(bromomethyl)cyclopropyl]carbamateA solution of 92.5 g of carbon tetrabromide in 150 ml of ether is added at ambient temperature to a solution of 34.5 g of the compound of the above Step 1 and 73.5 g of triphenylphosphine in 750 ml of ether. After stirring for 20 hours, the reaction mixture is filtered and concentrated. Chromatography on silica gel (dichloromethane/cyclohexane: 50/50) allows 15 g of the expected product to be obtained.

Statistics shows that tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate is playing an increasingly important role. we look forward to future research findings about 107017-73-2.

Reference:
Patent; LES LABORATOIRES SERVIER; US2010/317698; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

711007-44-2, A common compound: 711007-44-2, name is 2,3-Diaminobenzamide, belongs to amides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

General procedure: In a dark environment, a mixture of 2,3-diaminobenzamide(1.51 g, 10 mmol), PYTZ (20 mg), and ethanol (200 mL)was taken in an open pear-shaped bottle, stirred magneticallyat room temperature, and then aldehyde (10 mmol) wasadded slowly in 2 min. The bottle was exposed to visiblelight (Xenon, 10 A) under stirring condition. The reactionwas monitored by TLC. After the reaction completed, thereaction mixture was transferred to a three-neck bottle outsideof the photochemical reactor and air was introduced toensure that the intermediate was completely oxidized. Then,the solvent was evaporated in vacuum to 40 mL until thesolid appeared. The mixture was cooled down in an ice bathfor crystallization, filtration. The crude solid was recrystallizedfrom 25 mL ethanol (30 C) to get the target products.

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, 2,3-Diaminobenzamide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhang, Li-Jie; Yang, Kang; Li, Chun-Yu; Sun, Ya-Quan; Chemical Papers; vol. 73; 11; (2019); p. 2697 – 2705;,
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A common heterocyclic compound, 138-38-5, name is 4-Ethylbenzenesulfonamide, molecular formula is C8H11NO2S, 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. 138-38-5.

In the same manner as in Example 1, 3-(2-chloro-4-phenylbenzyl)-5-[(4-ethylbenzene)sulfonylcarbamoyl]-2-methyl-3H-imidazo[4,5-b]pyridine (213 mg) was obtained as colorless crystals from 3-(2-chloro-4-phenylbenzyl)-2-methyl-3H-imidazo[4,5-b]pyridine-5-carboxylic acid (200 mg) and (4-ethylbenzene)sulfonamide (147 mg). 1H-NMR(CDCl3): 1.22(3H, t, J=8 Hz), 2.63-2.75(5H, m), 5.62(2H, s), 6.88(1H, d, J=8 Hz), 7.29(2H, d, J=8 Hz), 7.36-7.50(4H, m), 7.60(2H, d, J=8 Hz), 7.73(1H, d, J=2 Hz), 8.01(2H, d, J=8 Hz), 8.07(1H, d, J=8 Hz), 8.11(1H, d, J=8 Hz). Mass(ESI): m/z 529 (M-1) mp: 205-206 C.

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

Reference:
Patent; Fujisawa Pharmaceutical Co., Ltd.; US6348474; (2002); B1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

366-49-4,Some common heterocyclic compound, 366-49-4, name is 2-Acetamido-4-fluorotoluene, molecular formula is C9H10FNO, 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 24; Preparation of Intermediate Compound 24G; Step A – Synthesis of Compound 24B; 24A 24B; A solution of 5-fluoro-2-methylaniline (24A, 25 g, 200 mmol) in toluene (250 mL) was treated with acetic anhydride (25 mL. 226 mmol) heated at reflux for 1 hour. The reaction mixture was cooled when a colorless solid precipitated out which was filtered and washed with a mixture of ether and hexanes. The colorless solid was taken in acetic acid (150 mL) and treated dropwise with a solution of bromine (9.6 mL, 186 mmol) in acetic acid (20 mL) and stirred at rt. for 12 hours. The solution was diluted with water and the solid separating out was filtered and washed to yield N-(4-bromo-5-fluoro-2-methylphenyl)acetamide (24B, 40 g) as a colorless solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Acetamido-4-fluorotoluene, its application will become more common.

Reference:
Patent; SCHERING CORPORATION; WO2009/32124; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

402-46-0, 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. 402-46-0, name is 4-Fluorobenzenesulfonamide, A new synthetic method of this compound is introduced below.

Step 1. A mixture of 4-fluorobenzenesulfonamide (1 equiv.), tert-butyl N-(azetidin- 3-yl)carbamate (1.3 equiv.), and diisopropylethylamine (1.3 equiv.) was stirred in acetonitrile at 150 C for 1 h in a sealed vial. The reaction mixture was then concentrated and purified by silica gel chromatography using MeOH (0 – 9%) in DCM.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; THOMAS HELLEDAYS STIFTELSE FOeR MEDICINSK FORSKNING; SCOBIE, Martin; WALLNER, Olov; KOOLMEISTER, Tobias; VALLIN, Karl Sven Axel; HENRIKSSON, Carl Martin; HOMAN, Evert; HELLEDAY, Thomas; JACQUES, Sylvain; DESROSES, Matthieu; JACQUES-CORDONNIER, Marie-Caroline; FISKESUND, Roland Julius Yu; (359 pag.)WO2015/187089; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics