Tag: M.W=200-300

Related Products of 16091-26-2, 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. 16091-26-2, name is 3′-Aminobenzanilide, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: The solid 5 (0.5 mmol) and quinazoline compound 6 (0.55 mmol) was dissolved in 20 mL of ethyl acetate and 4 mL of DMF. The reaction mixture was stirred for about 48-72 h at 45 oC. The reaction color gradually transformed from pale yellow to orange. The resulting mixture was washed with water (30 mL), dried over Na2SO4, concentrated and purified by flash column chromatography to afford the product 7 (yield 40 to 85%). N-(3-(4-Hydroxy-8-nitroquinazolin-5-ylamino)phenyl)benzamide7a Brown solid; 65% yield, M.p. 264.8-265.3 C IR (KBr): 3419, 2929, 1654, 1597, 1540, 1499, 1454, 1339, 1266, 1098, 890, 829 cm-1; 1H NMR (500 MHz, DMSO-d6): deltappm 6.70-6.72 (d, J = 10 Hz, 1H, ArH), 7.10-7.12 (d, J = 10 Hz, 1H, ArH), 7.25-7.28 (m, 1H, ArH), 7.52-7.56 (m, 3H, ArH), 7.59-7.61 (d, J = 10 Hz, 2H, ArH), 7.94-7.95 (d, J = 5 Hz, 2H, ArH), 8.23-8.24 (d, J = 10 Hz, 1H, ArH), 8.30 (s, 1H, NCH=N), 10.27 (s, 1H, NH), 11.59 (s, 1H, NHC=O), 12.99 (br.s, 1H, OH); 13C NMR (125 MHz, DMSO-d6): deltappm 112.55, 113.55, 115.78, 118.25, 118.53, 129.94, 130.68, 131.59, 133.92, 134.29, 134.74, 137.13, 142.53, 142.99, 150.28, 156.24, 166.48, 167.90; HRMS (TOF ESI-): m/z calcd for C21H15N5O4 [(M-H)-], 400.1051; found, 400.1056

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

Reference:
Article; Zhao, Yongqiang; Liu, Feifei; He, Guojing; Li, Ke; Zhu, Changcheng; Yu, Wei; Zhang, Conghai; Xie, Mingjin; Lin, Jun; Zhang, Jihong; Jin, Yi; Bioorganic and Medicinal Chemistry Letters; vol. 29; 23; (2019);,
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Some common heterocyclic compound, 71026-66-9, name is tert-Butyl (4-aminophenyl)carbamate, molecular formula is C11H16N2O2, 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. HPLC of Formula: C11H16N2O2

General procedure: Mucohalic acid (1 eq) was added to a solution of 5:3 v/v dichloromethane/glacial acetic acid. Then, an amine (1 eq) was added, and the mixture was stirred for 10 min. To that mixture, sodium triacetoxyborohydride (3 eq) solution in 5:3 v/v dichloromethane and glacial acetic acid was added. The mixture was left to stir at room temperature for 24 h unless otherwise stated.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 71026-66-9, its application will become more common.

Reference:
Article; Almohaywi, Basmah; Taunk, Aditi; Wenholz, Daniel S.; Nizalapur, Shashidhar; Biswas, Nripendra N.; Ho, Kitty K. K.; Rice, Scott A.; Iskander, George; Black, David StC.; Griffith, Renate; Kumar, Naresh; Molecules; vol. 23; 5; (2018);,
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These common heterocyclic compound, 112253-70-0, name is 2-Amino-4-bromobenzamide, 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-Amino-4-bromobenzamide

PR-9 QA-4 Oxalyl dichloride (2.5 mL, 13.11 mmol) was added drop wise to a mixture of the compound PR-9 (2.5 g, 8.74 mmol), 2-amino-4-bromobenzamide (2.5 g, 10.49 mmol) in dichloromethane (20 mL) and pyridine (20 mL) at room temperature. The mixture was stirred for 1 hour at room temperature. The solvent was removed in vacuo. The residue was purified by column chromatography (petroleum ether: acetate ether=l : 1) . The obtained intermediate amide compound (0.98 g), Na2C03 (1.08 g. 10.15 mmol), H20 (5 mL) and CH3CH2OH (5 mL) were stirred for 2 hours under reflux. Most of CH3CH2OH was removed in vacuo and the obtained residue was extracted with ethyl acetate. The organic layer was dried over Na2S04 and concentrated in vacuo. The residue was washed with t-butyl methyl ether resulting in compound QA-4 (0.89 g).

The synthetic route of 2-Amino-4-bromobenzamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN R&D IRELAND; VANDYCK, Koen; VERSCHUEREN, Wim, Gaston; RABOISSON, Pierre, Jean-Marie, Bernard; WO2013/98313; (2013); A1;,
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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 22503-72-6 as follows. Product Details of 22503-72-6

To an ice-cooled solution of 1 (233 mg, 1.0 mmol) in CH2Cl2 (10mL) was added dropwise an excess of MCPBA (1478 mg, 6.0mmol, 70%) in CH2Cl2 (10 mL) previously cooled in an ice bath.The mixture was allowed to gradually warm to r.t., with stirring,over 12 h. TLC and LC-MS analyses were used to monitor reactionprogress. When the reaction was complete, the solution was stirredwith excess powered anhydrous Na2CO3 until carbon dioxide evolutionceased. After filtration, the mixture was concentrated in vacuoat r.t. to give pure 2.Yield: 275 mg (99%); yellow solid; mp 160-163 C.IR (KBr): 3160, 3101, 2990, 1600, 1550, 1350, 850 cm-1.1H NMR (400.13 MHz, CDCl3): delta = 2.48 (s, 3 H, CH3), 7.63 (d,J = 9.0 Hz, 1 H, ArH), 7.98 (d, J = 9.0 Hz, 1 H, ArH), 8.06 (s, 1 H,ArH), 9.25 (br s, 1 H, NH).13C NMR (100.62 MHz, CDCl3): delta = 16.8, 125.4, 126.9, 133.0,135.8, 138.1, 143.5, 165.7.HRMS (ESI): m/z [M + H]+ calcd for C8H7ClN2O5S: 278.9842;found: 278.9840.

According to the analysis of related databases, 22503-72-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Cannazza, Giuseppe; Perrone, Serena; Rosato, Francesca; D’Accolti, Lucia; Parenti, Carlo; Troisi, Luigino; Synthesis; vol. 46; 7; (2014); p. 962 – 966;,
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Synthetic Route of 141449-85-6, 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. 141449-85-6 name is tert-Butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate, 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.

A 40-mL vial was charged with 4-chlorobenzaldehyde (1.13 g, 8.04 mmol, 1.00 equiv), 1,2-dichloroethane (20 mL), tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2(lH)-carboxylate (1.69 g, 7.96 mmol, 0.99 equiv) and sodium triacetoxyborohydride (5.09 g, 24.0 mmol, 2.99 equiv). The resulting solution was stirred overnight at room temperature and quenched by water (10 mL). The mixture was extracted with DCM (3 x 30 mL) and the organic layers were combined, washed with water (3 x 10 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was chromatographed on a silica gel column to provide 2.15 g (79% yield) of tert-butyl 5-(4-chlorobenzyl)hexahydropyrrolo[3,4-c]pyrrole-2(lH)- carboxylate as an off-white solid. LCMS (ESI, m/z): 337 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; ABIDE THERAPEUTICS, INC.; GRICE, Cheryl A.; JONES, Todd K.; DUNCAN, Katharine K.; WEBER, Olivia D.; CISAR, Justin S.; MERIT, Jeffrey E.; (184 pag.)WO2017/87858; (2017); A1;,
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Adding a certain compound to certain chemical reactions, such as: 127346-48-9, name is tert-Butyl (3-aminopropyl)carbamate hydrochloride, 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 127346-48-9, name: tert-Butyl (3-aminopropyl)carbamate hydrochloride

Step 1A. Synthesis of tert-butyl 3-(((3-((tert-butoxy)carbonylamino)propyl)methylamino)methyl)-4-fluorobenzoate Crude tert-butyl-4-fluoro-3(alpha-bromomethyl)benzoate (4.6 g., 16 mmol), prepared as described in (WO 95/18619, PCT/US95/00248), was dissolved in 100 mL THF, along with 3-tert-butoxycarbonylamino-1-propylamine hydrochloride (2.9 g., 16.6 mmol) and diisopropylethylamine added (4.6 g., 36 mmol). The solution was stirred overnight, diluted with 1N NaOH, and extracted with three portions of ether. The combined organics were washed with water and sat. NaCl, dried over MgSO4, and concentrated under vacuum to 5.7 g. of a yellow oil. This was purified by flash chromatography (CH2Cl2/EtOAc) to afford the product as a clear oil (2.04 g., ~35%). 1H-NMR (600 MHz, DMSO-d6): 7.99 (dd, J=2, 5.1 Hz, 1H), 7.78 (ddd, J=2.3, 2.8, 3.0 Hz, 1H), 7.22 (dd, J=8.8, 0.7, 1H), 6.73 (b, 1H), 3.68 (s, 2H), 2.94 (m, 2H), 2.15 (b, 1H), 1.51 (s, 9H), 1.49 (m, 2H), 1.33 (s, 9H); MS (ES): 765.4 [2M+H]+, 383.3 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl (3-aminopropyl)carbamate hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; Bristol-Myers Squibb Pharma Company; US6569402; (2003); B1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 94838-59-2, 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. 94838-59-2 name is tert-Butyl 4-aminophenethylcarbamate, 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.

A solution of formaldehyde (0.303 g, 4 mmol, 40% in water), fert-butyl 4- aminophenethylcarbamate (1.135 g, 4.8 mmol) and NaBH3CN (1.257 g, 20 mmol) in methanol (14 mL) was stirred at room temperature for 4 h. Water (30 mL) was added to the reaction mixture afterward and the mixture was extracted with ethyl acetate (30 mL 3). The organic layer was washed with water (20 mL) and brine (20 mL), dried with NaiSCri and concentrated. The residue was purified by column chromatography to afford the title compound as colorless oil (0.337 g, 33.7 % yield). NMR (500 MHz, DMSO-riri) d: (d, J= 8.3 Hz, 2H), 6.79 (t, J= 5.3 Hz, 1H), 6.46 (d, J= 8.4 Hz, 2H), 5.41 (q, J= 5.0 Hz, 1H), 3.03 (dd, J= 14.9, 6.1 Hz, 2H), 2.64 (d, J= 5.2 Hz, 3H), 2.54 – 2.51 (m, 2H), 1.38 (s, 9H).

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

Reference:
Patent; ZHEJIANG VIMGREEN PHARMACEUTICALS, LTD; SUN, Sanxing; ZHAO, Long; HU, Chongbo; CHEN, Zhengshu; YE, Jinqi; (0 pag.)WO2020/2969; (2020); A1;,
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Adding a certain compound to certain chemical reactions, such as: 209917-48-6, name is N-tert-Butyl 4-Aminophenylsulfonamide, 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 209917-48-6, Product Details of 209917-48-6

A mixture of substituted 2,4-dichloropyrimidine (1.0 equiv.) and substituted aniline (1.15 equiv.) in MeOH/water (1 : 1.5, 0.2 M) was stirred at 45 C. The reaction time is indicated below. Upon cooling to ambient temperature, the desired product precipitated and was filtered, washed with MeOH/water (1 : 1.5, 20 mL), and dried. 2,5-Dichloro-/Y4-(4-[/Y-(l,l-dimethylethyl)sulfamoyl]phenyl)pyrimidin-4-amine (SG1-182): This was prepared from 2,4,5-trichloropyrimidine (0.500 g) and SG1-177 (0.715 g) using procedure A (stirred for 4 d). The crude solid was purified via flash chromatography (S1O2) eluting with hexanes/EtOAc (0: 10 to 4:6 v/v) to provide the title compound as a tangerine-colored solid (0.590 g, 58%). Mp: 180-181 C. NMR (400 MHz, DMSO-ifc): delta 9.73 (s, IH, disappeared on D20 shake), 8.46 (s, IH), 7.80 (s, 4H), 7.48 (s, IH, disappeared on D20 shake), 1.09 (s, 9H). HPLC-MS (ESI+): m/z 773.1 [10%, (MCl35Cl37+M35Cl35Cl+Na)+], 379.1 [10%, (MC137C137+H)+], 377.1 [70%, (MC135C137+H)+], 375.1 [100%, (M35C135C1+H)+].

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

Reference:
Patent; H. LEE MOFFITT CANCER CENTER & RESEARCH INSTITUTE, INC.; SCHOeNBRUNN, Ernst; LAWRENCE, Nicholas J.; LAWRENCE, Harshani R.; (293 pag.)WO2017/66428; (2017); A1;,
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Application of 782-45-6, 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 782-45-6 as follows.

Stage 1: 4-[(2-chloro-9H-purin-6-yl]amino]-N-phenylbenzamide The procedure is carried out as in Example 1, starting with 195 mg of 2,6-dichloropurine, 5 ml of butanol and 272 mg of 4-amino-N-phenylbenzamide. 360 mg of the expected product are thus obtained.

According to the analysis of related databases, 782-45-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Aventis Pharma S.A.; US2004/63732; (2004); A1;,
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Some common heterocyclic compound, 85175-59-3, name is 3-(3-Chloropropyl)-1,3-dihydro-7,8-dimethoxy-2H-3-benzazepin-2-one, molecular formula is C15H18ClNO3, 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. Formula: C15H18ClNO3

EXAMPLE 1 1-[7,8-Dimethoxy-1,3-dihydro-2H-3-benzazepin-2-on-3-yl]-3-[N-methyl-N-(6,7-dimethoxy-1,2,3,4,-tetrahydronaphth-2-yl)-amino]-propane A mixture of 2-methylamino-6,7-dimethoxy-1,2,3,4-tetrahydronaphthalene (1.72 g, 0.0078 mol), triethylamine (1.09 ml, 0.0078 mol) and 1-(7,8-dimethoxy-1,3-dihydro-2H-3-benzazepin-2-on-3-yl)-3-chloropropane (2.3 g, 0.0078 mol) is heated to a reaction temperature of 90 C. in steps within one hour and kept at this temperature for 2 hours. The initial suspension slowly changes into a clear solution and begins to precipitate in a jelly-like manner after about 30 minutes. The cooled reaction mixture is dissolved in 0.5M sodium hydroxide solution/ethyl acetate, the organic phase is washed with water, dried over magnesium sulphate, concentrated by evaporation in vacuo and purified over alumina (300 g), neutral, activity II, with methylene chloride and then with increasing quantities of ethanol (up to 20%). The hydrochloride is precipitated from a solution in acetone using ethereal hydrochloric acid. Yield: 1.39 g Mp: >125 C. (Decomp.).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 85175-59-3, its application will become more common.

Reference:
Patent; Dr. Karl Thomae GmbH; US4584293; (1986); A;,
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