Category: 16982-21-1

Electric Literature of 16982-21-1, 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. 16982-21-1, name is Ethyl 2-amino-2-thioxoacetate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4-(5-Bromo-lH-pyrrolo[2, 3-bJpyridin-3-yl)-thiazole-2-carboxylic acid ethyl ester (XXIII-a)(XXI-a) (XXIII-a)To a stirred solution of (XXI-a) (4.97 g, 15.6 mmol) in dioxane (55 mL) was added ethyl thiooxamate (2.29 g, 17.2 mmol). The reaction mixture was stirred vigorously at 950C for 18 h. The hot reaction mixture was filtered and the collected product was washed with cold dioxane (25 mL) to afford the hydrobromide salt of (XXIII-a) as a yellow powder (6.08 g, 14.0 mmol, 90%). 1H NMR (400 MHz, CDCl3) delta 1.48 (t, J = 7.1 Hz, 3H), 4.52 (q, J = 7.1 Hz, 2H), 7.77 (s, IH), 8.05 (s, IH), 8.43 (d, J= 1.8 Hz, 1 H), 9.21 (s, IH).

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

Reference:
Patent; EISAI LONDON RESEARCH LABORATORIES LIMITED; WO2008/95943; (2008); A1;,
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. 16982-21-1, name is Ethyl 2-amino-2-thioxoacetate, A new synthetic method of this compound is introduced below., Quality Control of Ethyl 2-amino-2-thioxoacetate

To a solution of ethyl thiooxamate (10.0 g, 75 mmol) in dichloromethane (400 mL) was slowly added trimethyloxonium tetrafluoroborate (13.1 g, 89 mmol) at 0 C. After 10 min the ice bath was removed, and the reaction mixture was stirred overnight. The solvent was removed to afford ethyl 2-imino-2-(methylthio)acetate (12.Og, 66.6%) as tetrafluoroborate salt which was used without further purification.

The synthetic route of 16982-21-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EXELIXIS, INC.; ANAND, Neel, Kumar; BLAZEY, Charles, M.; BOWLES, Owen, Joseph; BUHR, Chris, Allen; BUSSENIUS, Joerg; CURTIS, Jeffry, Kimo; DEFINA, Steven, Charles; DUBENKO, Larisa; HARRIS, Jason, R.; JACKSON-UGUETO, Eileen; JOSHI, Anagha; KIM, Angie, Inyoung; TSUHAKI, Amy, Lew; MA, Sunghoon; MANALO, Jean-claire, Limun; NG, Stephanie; PETO, Csaba, J.; RICE Kenneth D.; TSANG, Tsze, H.; ZAHARIA, Cristiana, A.; WO2010/135524; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

A common compound: 16982-21-1, name is Ethyl 2-amino-2-thioxoacetate, 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. 16982-21-1

N,6-dimethylnicotinohydrazide (23a, 0.1 g, 0.61 mmol) and ethyl 2-amino-2-thioxoacetate (0.089 g, 0.67 mmol) in toluene (0.5 mL) and acetic acid (0.05 mL) were stirred at 90 C for 10 hours. The reaction mixture was purified by preparative HPLC using a Gemini NX reverse-phase column (C-18, 5 microns silica, 30 mm diameter, 150 mm length, flow rate of 60 ml / minute) using an isocratic mixture of 17% acetonitrile in water (containing ammonium carbonate (2 g / L). The fractions containing the desired compound were evaporated to dryness to afford ethyl 1-methyl-5-(6-methylpyridin-3-yl)-1H-1,2,4-triazole-3-carboxylate (34a, 0.083 g, 55%) as a yellow crystalline solid: 1H NMR (500 MHz, DMSO-d6) delta 8.87 (d, J = 1.9 Hz, 1H), 8.13 (dd, J = 1.9, 8.1 Hz, 1H), 7.49 (d, J = 8.1 Hz, 1H), 4.36 (q, J = 7.1 Hz, 2H), 4.06 (s, 3H), 2.58 (s, 3H), 1.33 (t, J = 7.1 Hz, 3H); 13C NMR (126 MHz, DMSO-d6) delta (ppm) 161.34, 158.91, 156.03, 151.34, 150.14, 136.39, 124.11, 118.93, 63.45, 37.12, 24.34, 14.38; HRMS, ESI+ m/z, (M+H)+ calculated for C12H14N4O2 257.10330; found, 247.11879 (tR = 1.20 min., purity = 100%).

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, 16982-21-1, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Degorce, Sebastien; Delouvrie, Benedicte; Davey, Paul R.J.; Didelot, Myriam; Germain, Herve; Harris, Craig S.; Brempt, Christine Lambert-Van Der; Lebraud, Honorine; Ouvry, Gilles; Tetrahedron Letters; vol. 53; 45; (2012); p. 6078 – 6082;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 16982-21-1, These common heterocyclic compound, 16982-21-1, name is Ethyl 2-amino-2-thioxoacetate, 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.

To a stirred solution of 2-bromo-1-(4-nitrophenyl)ethanone(9.2 g, 37.7 mmol, 1.0 equiv) in methanol (200 ml) was added ethyl 2-amino-2-thioxoacetate (5.0 g, 37.7 mmol, 1.0 equiv) and reaction mixture was refluxed for 2 h. Following reaction completion the reaction mass was cooled to rt and the precipitated solid was filtered, washed with cold methanol, and dried to yield (7.1 g, 67%)of the title compound as a white solid.

The synthetic route of 16982-21-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kadam, Kishorkumar S.; Jadhav, Ravindra D.; Kandre, Shivaji; Guha, Tandra; Reddy, M. Mahesh Kumar; Brahma, Manoja K.; Deshmukh, Nitin J.; Dixit, Amol; Doshi, Lalit; Srinivasan, Shaila; Devle, Jayendra; Damre, Anagha; Nemmani, Kumar V. S.; Gupte, Amol; Sharma, Rajiv; European Journal of Medicinal Chemistry; vol. 65; (2013); p. 337 – 347;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 16982-21-1, 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. 16982-21-1 name is Ethyl 2-amino-2-thioxoacetate, 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 3-neck, 200 mL round bottom flask under nitrogen was added 3-bromo-2-oxopropanoic acid (5 g, 30 mmol) and anhydrous 1,4-dioxane (50 mL). To this mixture was added ethyl 2-amino-2-thioxoacetate (4.1 g, 31 mmol) and the mixture heated at 50 C. for 1.5 h. The reaction was concentrated to dryness, the residue was dissolved in saturated aqueous NaHCO3 (100 mL) and water (100 mL), and the aqueous solution extracted with ethyl acetate (4 ×100 mL). The aqueous layer was acidified to pH 2 with concentrated HCl. After precipitate formation (20 min) the aqueous mixture was extracted with ethyl acetate (3×100 mL). The combined organic layers were dried over anhydrous sodium sulfate and concentrated to dryness to give the title compound as a red solid, which was used in next step without further purification.

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

Reference:
Patent; Janssen Pharmaceutica NV; Goldberg, Steven; McClure, Kelly; Tanis, Virginia M.; Fennema, Elizabeth G.; Lebsack, Alec D.; Martin, Connor L.; Venkatesan, Hariharan; Xue, Xiaohua; Woods, Craig R.; (531 pag.)US2017/313691; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 16982-21-1, 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. 16982-21-1, name is Ethyl 2-amino-2-thioxoacetate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of ethyl thiooxamate (0.40 g, 3.0 mmol) and 2-Bromoacetophenone (0.60 g, 3.0 mmol) in ethanol (20 ml) was heated to reflux for 6 h. The reaction mixture was concentrated in vacuo, then diluted with ethyl acetate (30 ml), and washed with 1N NaHCO3 (3 × 20 mL) and brine (2 × 20 mL). The organic layer was dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure. The crude product was purified by silica gel column chromatography using a mixture of petroleum ether/ethyl acetate (20:1, v/v) as eluent to afford the desired product (0.52 g, 74%) as a white solid. 1H NMR (300 MHz, DMSO-d6) delta: 8.55 (s, 1H), 8.08, 8.06 (dd, J = 1.7, 7.6 Hz, 2H), 7.52-7.39 (m, 3H), 4.42 (q, J = 7.1 Hz, 2H), 1.37 (t, J = 7.1 Hz, 3H).

The synthetic route of Ethyl 2-amino-2-thioxoacetate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xu, Xue; Deng, Liming; Nie, Lu; Chen, Yueming; Liu, Yanzhi; Xie, Rongrong; Li, Zheng; Bioorganic and Medicinal Chemistry Letters; vol. 29; 4; (2019); p. 525 – 528;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 16982-21-1, These common heterocyclic compound, 16982-21-1, name is Ethyl 2-amino-2-thioxoacetate, 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.

To a stirred solution of 2-bromo-1-(4-nitrophenyl)ethanone(9.2 g, 37.7 mmol, 1.0 equiv) in methanol (200 ml) was added ethyl 2-amino-2-thioxoacetate (5.0 g, 37.7 mmol, 1.0 equiv) and reaction mixture was refluxed for 2 h. Following reaction completion the reaction mass was cooled to rt and the precipitated solid was filtered, washed with cold methanol, and dried to yield (7.1 g, 67%)of the title compound as a white solid.

The synthetic route of 16982-21-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kadam, Kishorkumar S.; Jadhav, Ravindra D.; Kandre, Shivaji; Guha, Tandra; Reddy, M. Mahesh Kumar; Brahma, Manoja K.; Deshmukh, Nitin J.; Dixit, Amol; Doshi, Lalit; Srinivasan, Shaila; Devle, Jayendra; Damre, Anagha; Nemmani, Kumar V. S.; Gupte, Amol; Sharma, Rajiv; European Journal of Medicinal Chemistry; vol. 65; (2013); p. 337 – 347;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 16982-21-1, 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. 16982-21-1 name is Ethyl 2-amino-2-thioxoacetate, 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.

Ethyl thiooxamate (1.0 Kg, 7.52 mol) was added portion-wise to a solution of 2- bromopyruvic acid (1.38 Kg, 8.27 mol) in THF (4 L) over 20 min while the reaction was cooled with water bath. The reaction mixture was stirred for 12 h at room temperature. The reaction mixture was filtered to remove solid. The filtrate was concentrated to dryness to afford crude compound 70-1 (1.8 kg). The crude 70-1 was triturated with EtOAc/hexane/H20 (1 :3 :2, 6 L), filtered, and the solid was further triturated with EtO Ac/hexane (1 :8, 3 L), filtered, and the solid was dissolved in DCM (6 L), dried over anhydrous Na2S04, concentrated to afford compound 70-1 (617 g, 41% yield based on ethyl thiooxamate) as light yellow solid. 1H NMR (400 MHz, CDCI3): d 8.79 (s, 1H), 4.38-4.46 (q, J= 7.2 Hz, 2H), 1.3-1.38 (t, J= 7.2 Hz, 3H).

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

Reference:
Patent; ARIAGEN, INC.; COLABUONO, Peter; JOHNSON, Graham; MANNING, David Douglas; WOLF, Mark Allan; (312 pag.)WO2019/99977; (2019); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 16982-21-1,Some common heterocyclic compound, 16982-21-1, name is Ethyl 2-amino-2-thioxoacetate, molecular formula is C4H7NO2S, 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 mixture of 1-bromo-3-methylbutan-2-one (1.1 g, 6.66 mmol), ethyl thioxamate (600 mg, 4.51 mmol) in 5.0 mL ethanol was refluxed overnight. After the completion of the reaction the solvent was removed and the crude mixture was dissolved in ethyl acetate. The organic layer was washed with water, brine and was dried under sodium sulfate. Evaporation of the solvent produced the desired product mixed with impurities which was used for the next step without further purification (400 mg, 30% yield).

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

Reference:
Patent; LaVoie, Edmond J.; Parhi, Ajit; Pilch, Daniel S.; Zhang, Yongzheng; Kaul, Malvika; US2015/133465; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 16982-21-1, A common heterocyclic compound, 16982-21-1, name is Ethyl 2-amino-2-thioxoacetate, molecular formula is C4H7NO2S, 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.

4B. Ethyl 4-phenylthiazole-2-carboxylate A mixture of 2-bromo-1-phenylethanone (1.790 g, 8.99 mmol) and ethyl 2-amino-2-thioxoacetate (Example 4A, 1.20 g, 9.01 mmol) in benzene (80 mL) and ethanol (10 mL) was stirred at room temperature for 18 h. The mixture was heated at 80 C. for 1 h. The solvent was evaporated under reduced pressure and the residue was partitioned between ethyl acetate (300 mL) and saturated aqueous sodium bicarbonate (100 mL). The organic phase was washed with brine, dried over anhydrous magnesium sulfate and concentrated in vacuo. The residual clear oil was chromatographed on silica gel (4*10 cm, elution toluene-ethyl acetate 0-2-4%) and gave a yellow oil (1.588 g). This was distilled in vacuo (bp: 105-115 C./0.1 torr, bulb to bulb distillation, air bath temperature) to provide the title material (1.409 g, 67%) as a pale yellow syrup which solidified to an almost colorless solid upon standing. LC (Method C): 2.009 min. HRMS (ESI) calcd for C12H12NO2S [M+H]+ m/z 234.0583. found 234.0597. 1H NMR (CDCl3, 400 MHz) delta ppm: 1.48 (t, J=7.2 Hz, 3H), 4.52 (q, J=7.2 Hz, 2H), 7.35-7.49 (m, 3H), 7.75 (s, 1H), 7.93-8.00 (m, 2H).

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; Kornacker, Michael G.; Mapelli, Claudio; Riexinger, Douglas James; US2013/289238; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics