Category: amides-buliding-blocks

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. 144-80-9, name is N-((4-Aminophenyl)sulfonyl)acetamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C8H10N2O3S

General procedure: A mixture of 1 (2.31 g, 0.01 mol) and the corresponding sulfadrugs (0.012 mol) in dry DMF (20 mL) was refluxed for 12 h. The solid obtained after concentration was filtered and crystallized from dioxane to give 2-14, respectively.

The synthetic route of 144-80-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Al-Dosari, Mohammed S.; Ghorab, Mostafa M.; Alsaid, Mansour S.; Nissan, Yassin M.; Ahmed, Abdulkareem B.; European Journal of Medicinal Chemistry; vol. 69; (2013); p. 373 – 383;,
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Related Products of 35303-76-5, A common heterocyclic compound, 35303-76-5, name is 4-(2-Aminoethyl)benzenesulfonamide, molecular formula is C8H12N2O2S, 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: The 1.0M solution of 4-amino-/aminomethyl-/aminoethyl-benzenesulfonamide (1 equiv) in acetone (100mL) was added dropwise into a vigorously stirred suspension of cyanuric chloride (1 equiv) in acetone (100mL) at 0C. The white reaction mixture was stirred at the same temperature for 30min. After that the 1.7M aqueous solution of NaOH (1 equiv) was added during a period of 20min. Stirring was continued for 1h, and the reaction was quenched by the addition of slush (100mL). After reaction was completed, the resulted solid was filtered off, washed and dried under high vacuum. The product was crystalized from acetone affording the compounds 1-3 as a white solid.

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; Miku?, Peter; Kraj?iova, Dominika; Mikulova, Maria; Horvath, Branislav; Pecher, Daniel; Garaj, Vladimir; Bua, Silvia; Angeli, Andrea; Supuran, Claudiu T.; Bioorganic Chemistry; vol. 81; (2018); p. 241 – 252;,
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Application of 815-06-5, A common heterocyclic compound, 815-06-5, name is N-Methyl-2,2,2-trifluoroacetamide, molecular formula is C3H4F3NO, 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.

(A) (S)-[1-[ [[[(3,4-Dihydroxyphenyl)amino]sulfonyl]amino]carbonyl]-2-oxo-3-azetidinyl]carbamic acid, phenylmethyl ester 16.27 g (81.7 mmol) of N-methyl-N-(trimethylsilyl)trifluoroacetamide was added to a solution of 9.76 g (40.8 mmol) of 4-amino-1,2-benzenediol, trifluoroacetate salt in 100 ml of ethyl acetate, and the mixture was stirred for one hour at room temperature. The solvent and most of the N-methyltrifluoroacetamide were evaporated at 60 C. The residue was dissolved in 100 ml of ethyl acetate (solution A). To a suspension of 8.99 g (40.8 mmol) of (S)-(2-oxo-3-azetidinyl)carbamic acid, phenylmethyl ester in 100 ml of ethyl acetate was added 5.78 g (40.8 mmol) of chlorosulfonyl isocyanate, and the mixture was stirred for one hour at room temperature. After the addition of 100 ml of dichloromethane, the solution was cooled to 0 C. 16.52 g (163.3 mmol) of triethylamine and, subsequently, solution A were added. The resulting mixture was stirred overnight at room temperature. After addition of 200 ml of ice water, the pH was adjusted to 2 by adding 2N hydrochloric acid. The organic layer was separated and the aqueous phase extracted three times with ethyl acetate. The combined organic layers were washed with brine and dried over magnesium sulfate. The solvent was removed in vacuo and the residue triturated with petroleum ether; yield: 11.40 g.

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; E. R. Squibb & Sons, Inc.; US4801705; (1989); A;,
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Related Products of 17641-08-6, A common heterocyclic compound, 17641-08-6, name is 2-Chloro-N-(3-methoxyphenyl)acetamide, molecular formula is C9H10ClNO2, 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 mixture of 12-benzyl-6-thioxo-6,7,11b,12-tetrahydro-13H-quinazolino[3,4-a]quinazolin-13-one 8 (1 mmol), 2-chloro-N-substituted acetamide 9 (1 mmol), and potassium iodide (1 mmol) in acetone (8 mL) was heated at room temperature for 5-48 h. After completion of the reaction, water (8 mL) was added to the reaction mixture, and the precipitates were filtered off and recrystallized from EtOH/H2O (90/10) to give the corresponding product 10.

The synthetic route of 17641-08-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Mohammadhosseini, Negar; Saeedi, Mina; Moradi, Shahram; Mahdavi, Mohammad; Firuzi, Omidreza; Foroumadi, Alireza; Shafiee, Abbas; Turkish Journal of Chemistry; vol. 41; 1; (2017); p. 125 – 134;,
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Reference of 121492-06-6, These common heterocyclic compound, 121492-06-6, name is N-Boc-(2-Aminoethyl)-N-methylamine, 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.

Example 95; l,l-dimethylethyl (2-{r8-(2.6-difluorophenvn-4-f5-frf4- fluorophenyl)aminolcarbonyl}-2-methylphenv?-7-oxo-7,8-dihvdropyrido[2.3-^rhoyrimidin-2-yl]amino|ethyl)methylcarbarnateTo a solution of 3-[8-(2,6-difluorophenyl)-2-(methylsulfmyl)-7-oxo-7,8- dihydropyrido[2,3-d]pyrimidin-4-yl]-N-(4-fluorophenyl)-4-methylbenzamide (50 mg, 0.09 mmol) in DCM (5 niL) was added 1,1-dimethylethyl (2-aminoethyl)- methylcarbamate (0.09 mL, 0.5 mmol). The resultant mixture was stirred at room temperature overnight. The mixture was concentrated under vacuo. Flash chromatography (90% CH2Cl2 / 7% MeOH / 3% NH4OH) then provide the title compound (61 mg, 100%). LC-MS (ES) m/z 659 (M+H)+; 1H-NMR(CDCl3) delta 1.39 (s, 9H), 1.70 (br, IH), 2.32 (s, 3H), 2.65 (s, 2H), 2.82 (s, 2H), 3.22 (s, 3H), 3.60 (br, IH), 6.34 (d, IH)5 7.03 (m, 4H)5 7.34 (m, IH), 7.48 (m. 2H), 7.64 (m, IH), 7.84 (m, 2H)5 8.14 (d, IH).

Statistics shows that N-Boc-(2-Aminoethyl)-N-methylamine is playing an increasingly important role. we look forward to future research findings about 121492-06-6.

Reference:
Patent; GLAXO GROUP LIMITED; WO2006/104915; (2006); A2;,
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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. 354-38-1, name is 2,2,2-Trifluoroacetamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 2,2,2-Trifluoroacetamide

General procedure: To a solution of trifluoroacetamide (2.00 g,18 mmol), NaI (7.95 g, 53 mmol) and styrene (2.05 mL, 18 mmol) in CH3CN (80 mL) t-BuOCl (6.10 mL, 53 mmol) was added dropwise in argon atmosphere in the dark and cooling to 10 C . The mixture was stirred for one day, the solvent removed under reduced pressure, the residue dissolved in diethyl ether (80 mL), washed with aqueous Na2S2O3 and dried over CaCl2. The solvent was removed in vacuum. Purification of the residue (5.57 g) by separation from resinification products on silica column with successive elution with hexane, ether-hexane (1:1) and ether recovered trifluoroacetamide (0.4 g) and gave the title compound (9) (4.80 g, 79%), which was crystallized from methylene chloride. Colorless crystals, mp 109 C . gammamax (KBr) 3324, 3088, 3035, 2972,2951, 2913, 1699, 1553, 1496, 1455, 1365, 1216, 1182, 1076, 999, 885,804, 762, 729, 702, 655, 599, 573, 498 cm-1; deltaH (CDCl3), ppm: 7.45-7.35 (2H,m,CH), 7.33-7.26 (3H, m, CH), 7.00 (1H,d, J 5.5 Hz,NH), 5.14 (1H, ddd, J 7.1, 5.9, 5.5 Hz,CH), 3.58 (1H, dd, J 10.7, 5.9 Hz, CHB), 3.54 (1H, dd, J 10.7, 7.1 Hz, CHA); deltaC (CDCl3), ppm: 157.0 (q, J 37.6 Hz,C=O), 138.1 (Ci), 129.5 (Cm), 129.2 (Cp), 126.5 (Co), 116.0 (CF3, J 288.5 Hz), 54.9 (CHNH) 8.7 (ICH2).19F NMR, deltaF, ppm: 75.36. Anal. Calcd: C, 35.01; H, 2.64; N, 4.08; I 36.99; F 16.61. C10H9F3INO.Found: C, 35.02; H, 2.53; N, 3.98; I 37.10; F 16.56.

The synthetic route of 354-38-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Shainyan, Bagrat A.; Moskalik, Mikhail Yu.; Astakhova, Vera V.; Sterkhova, Irina V.; Ushakov, Igor A.; Tetrahedron; vol. 71; 45; (2015); p. 8669 – 8675;,
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Electric Literature of 7150-72-3,Some common heterocyclic compound, 7150-72-3, name is tert-Butyl vinylcarbamate, molecular formula is C7H13NO2, 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 10 mL round-bottomed flask equipped with a rubber septum and a magnetic stir bar was charged with 1 (1.0 equiv), 2 (2.5 equiv), 3 (2.0 equiv), and fac-Ir(ppy)3 (0.01 equiv). The flask was evacuated and backfilled 3 times with N2. DMSO was then added with syringe under N2. The mixture was then irradiated by white LED strips. After completion of the reaction (6 h, as judged by TLC analysis), the mixture was poured into a separatory funnel containing sat. aq NaHCO3 (20mL) and EtOAc (20 mL). After extraction with EtOAc, the organic layer was separated, dried (Na2SO4), and concentrated under reduced pressure after filtration. The crude product was purified by flash chromatography on silica gel to afford the desired product 4.

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

Reference:
Article; An, Xiao-De; Yu, Shouyun; Synthesis; vol. 50; 17; (2018); p. 3387 – 3394;,
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Reference of 106984-09-2, A common heterocyclic compound, 106984-09-2, name is tert-Butyl (2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)ethyl)carbamate, molecular formula is C13H27NO6, 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.

This oil was dissolved in DCM and treated with p-toluenesulfonyl chloride (1.18 g, 6.21 mmol) and pyridine (0.84 mL, 10.4 mmol). After stirring at 40 C for 12 h, the mixture was diluted with DCM and washed with iN HC1 (2 x 10 mL), H20 (10 mL), and brine (10 mL), then dried over Na2SO4 and concentrated. Purification via flash column chromatography on silica gel gave 330 mg (36% yield over 2 steps) of the tosylate as a colorless oil.

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; THE CALIFORNIA INSTITUTE FOR BIOMEDICAL RESEARCH; THE SCRIPPS RESEARCH INSTITUTE; SHEN, Weijun; SCHULTZ, Peter, G.; MUPPIDI, Avinash; CRAMERI, Andreas; AHMAD, Insha; YANG, Pengyu; WO2015/38938; (2015); A1;,
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Application of 67442-07-3, These common heterocyclic compound, 67442-07-3, name is 2-Chloro-N-methoxy-N-methylacetamide, 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.

n-Butyllithium (2.5 M in hexane, 2.58 mL, 6.44 mmol) was added dropwise to a mixture of diisopropylamine (0.87 mL, 6.18 mmol) in Et20 (30 mL) at -10 ¡ãC. After 30 min the mixture was cooled to -60 ¡ãC and a solution of 3-fluoropyridine (0.44 mL, 5.15 mmol) in Et20 (10 mL) was added dropwise at -60 ¡ãC. After 45 min a solution of 2-chloro-/V-methoxy-//- methylacetamide (708.49 mg, 5.15 mmol)l in Et20 (10 mL) was added dropwise at -60 ¡ãC and the mixture was stirred at -60 ¡ãC for 1 h. The cooling bath was removed and NH4CI (aq, 10 percent, 20 mL) was carefully added. The organic phase was collected, diluted with EtOAc, washed with NH4CI (aq, 10 percent), brine, dried (Na2S04), filtered through silica gel and concentrated. The residue was partitioned between H2O and CH2CI2 and the aq phase was washed with CH2CI2. The combined organic phases were dried (Na2S04) and concentrated to give the sub-title compound (750 mg, 4.32 mmol, 84 percent).

The synthetic route of 67442-07-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ATROGI AB; PELCMAN, Benjamin; BENGTSSON, Tore; (93 pag.)WO2019/53427; (2019); A1;,
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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. 72080-83-2, name is Benzyl (2-aminoethyl)carbamate, A new synthetic method of this compound is introduced below., Quality Control of Benzyl (2-aminoethyl)carbamate

EDCI (260 mg, 1.35 mmol), HOBt (8 mg, 61 mumol) were added to a solution of diacid 12 (200 mg, 0.613 mmol) in CHCI3 (8 ml_) and the solution stirred for 5 minutes at room temperature. A solution of benzyl (2-aminoethyl)carbamate (262 mg, 1 .35 mmol) in CHCI3 (2 ml_) was added and the solution stirred at room temperature overnight. Water (25 ml_) was added and the aqueous phase extracted with EtOAc (3 * 30 ml_), the combined organic phases were washed with brine (1 * 30 ml_), dried (MgSO4) and the solvent removed to give a white resin. Analysis of the crude resin by 1H NMR spectroscopy indicated the presence of the desired compound, . purification by silica gel chromatography (EtOAc/Petrol 1 :1 ->; EtOAc/MeOH 9.5:0.5) gave diamide 13 (261 mg, 63%) as a white gum. umax (thin film/cm’1) 3341.8, 3067.4, 2926.3, 2855.1 , 1703.8, 1644.3, 1542.5, 1455.3, 1263.5, 1 145.6, 1034.5; deltaH (270 MHz, CDCI3) 7.56 (2H, br s, NH), 7.40 (1 H, br s, NH), 7.20 – 7.35 (10H, m), 6.00 (2H, br s, NH), 5.02 (4H, br s), 4.59 (1 H, t, J 4.7 Hz), 4.03 (1 H, d, J 4.8 Hz), 3.97 (1 H, d, J 4.8 Hz), 3.10 – 3.42 (8H, m), 2.45 – 2.60 (3H, m), 1.73 (1 H, d, J 10.0 Hz), 1.50 – 1.60 (2H, m, OCH2) 1.49 (1 H, d, J 10 Hz), 1.23 (10H, m), 0.85 (3H, m); deltac (67.5 MHz, CDCI3) 174.7, 172.6, 157.2 (x 2), 136.5, 128.6 (x 5), 128.2 (x 2), 128.1 (x 5), 104.0, 81 .6. 78.8, 66.9, 66.8, 46.6, 46.3, 44.0 (x 2), 40.7, 39.9, 39.7, 33.0, 32.1 , 31.9, 29.6, 29.3, 24.3, 22.7, 14.2; HRMS (+ve) Calcd for C37H5IN4O8 679.3701 [M+H] found 679.3724.

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; DEAKIN UNIVERSITY; PFEFFER, Frederick; HENDERSON, Luke; LI, Jian; NATION, Roger; WO2010/99573; (2010); A1;,
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