Extracurricular laboratory: Synthetic route of 822-82-2

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Name is Isothiazole-4-carboxylic acid, as a common heterocyclic compound, it belongs to isothiazole compound, and cas is 822-82-2, its synthesis route is as follows.

To a solution of l-[4-[ethyl(tetrahydropyran-4-yl)amino]-5-oxido-6,7-dihydro- thieno[3,2-d]pyrinnidin-5-iunn-2-yl]azetidin-3-ol (5.0 mg, 14 muiotatauiotaomicronIota) in DCE (0.2 mL) was added solutions of 4-isothiazolecarboxylic acid (2.7 mg in 0.2 mL DCE, 21 muiotatauiotaomicronIota), DMAP (0.52 mg in 0.1 mL DCE, 4.3 muiotatauiotaomicronIota) and EDAC (4.1 mg in 0.1 mL DCE, 21 muiotatauiotaomicronIota). The mixture was shaken at 50 C for 20 minutes before it was concentrated in vacuo. Prep HPLC purification (basic) afforded the title compound as colorless oil. 1H NMR (DMSO-d6) delta: 9.81 (s, 1H), 9.00 (s, 1H), 5.52 – 5.45 (m, 1H), 4.84 – 4.68 (m, 1H), 4.53 – 4.40 (m, 2H), 4.13 (dd, 2H), 3.97 (td, J = 11.2, 4.3 Hz, 2H), 3.71 – 3.56 (m, 2H), 3.51 – 3.43 (m, 1H), 3.43 – 3.34 (m, 2H), 3.25 – 3.18 (m, 1H), 3.07 – 2.97 (m, 2H), 1.95 – 1.82 (m, 2H), 1.75 (d, J = 12.3 Hz, 1H), 1.62 (d, 1H), 1.19 (t, J = 6.9 Hz, 3H). HPLC-Retention time (XE Metode 7 CM) : 1.95 minutes. Detected “M + l”-mass: 464.15.

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Reference:
Patent; LEO PHARMA A/S; LARSEN, Jens; (110 pag.)WO2019/57806; (2019); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

Some tips on 822-82-2

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 Isothiazole-4-carboxylic acid, 822-82-2

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Isothiazole-4-carboxylic acid (0.65 g) is added portionwise to a stirred mixture of lithium aluminum hydride (0.19 g) in tetrahydrofuran (50 mL) at ambient temperature under nitrogen the reaction mixture is heated at reflux for 4 hours then cooled to 0 C. Sodium hydroxide solution (3% w/v) is added dropwise and the mixture stirred at 0 C. for 1 hour then filtered through hyflo. The filtrate is evaporated and azeotroped with toluene to give isothiazol-4-ylmethanol (0.35 g).

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Reference£º
Patent; Rhone-Poulenc Rorer Limited; US6211234; (2001); B1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

Some tips on Isothiazole-4-carboxylic acid

822-82-2, 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.,822-82-2 ,Isothiazole-4-carboxylic acid, other downstream synthetic routes, hurry up and to see

Name is Isothiazole-4-carboxylic acid, as a common heterocyclic compound, it belongs to isothiazole compound, and cas is 822-82-2, its synthesis route is as follows.

A mixture of l-[(5R)-5-oxido-4-(tetrahydropyran-4-ylamino)-6,7-dihydrothieno[3,2- d]pyrimidin-5-ium-2-yl]azetidin-3-ol (50 mg, 0.154 mmol), 4-isothiazolecarboxylic acid (29.9 mg, 0.231 mmol), DMAP (3.8 mg, 0.031 mmol) and EDAC (44.3 mg, 0.231 mmol) in DCM (2 mL) was shaken in a sealed vial at 50 C for 1 hour. Prep-HPLC purification (acidic) afforded the title compound as off-white solid. 1H NMR (Chloroform-d) delta: 9.36 (s, 1H), 8.94 (s, 1H), 6.37 (d, J = 7.3 Hz, 1H), 5.52 (tt, J = 6.6, 4.1 Hz, 1H), 4.58 (ddd, J = 10.7, 6.6, 1.4 Hz, 2H), 4.39 – 4.17 (m, 3H), 4.08 – 3.94 (m, 2H), 3.66 (dt, J = 17.2, 7.8 Hz, 1H), 3.54 – 3.45 (m, 2H), 3.40 (dt, J = 13.5, 8.1 Hz, 1H), 3.18 – 3.05 (m, 2H), 1.99 – 1.89 (m, 2H), 1.71 (dtd, J = 12.9, 11.5, 4.5 Hz, 1H), 1.62 (dtd, J = 13.0, 11.5, 4.6 Hz, 1H)HPLC-Retention time (XE Metode 7 CM) : 1.81 minutes. Detected “M + l”-mass: 436.10.

822-82-2, 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.,822-82-2 ,Isothiazole-4-carboxylic acid, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; LEO PHARMA A/S; LARSEN, Jens; (110 pag.)WO2019/57806; (2019); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

Analyzing the synthesis route of 822-82-2

822-82-2, 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.,822-82-2 ,Isothiazole-4-carboxylic acid, other downstream synthetic routes, hurry up and to see

As a common heterocyclic compound, it belongs to isothiazole compound, name is Isothiazole-4-carboxylic acid, and cas is 822-82-2, its synthesis route is as follows.

A solution of isothiazole-4- carboxylic acid (1 g, 1.1 A mmol) in CH2Cl2 (15 niL) and DMF (0.060 mL, 0.774 mmol) was cooled to 0 0C, and oxalyl chloride (0.813 mL, 9.29 mmol) was added dropwise over 10 min. The reaction mixture was warmed to RT and stirred for 1 h. The resulting acid chloride solution was added to a cooled solution of N-methoxy-N-methyl-amine hydrochloride and K2CO3 (4.82 g, 34.8 mmol) in 10 mL water. The mixture was stirred at rt overnight and then extracted twice with EtOAc. The combined organic layers were washed with brine, dried over anhydrous Na2SO4, filtered, and concentrated to yield N-methoxy-iV-methyl-isothiazole^-carboxamide. 1H NMR (400 MHz, CDCl3): delta 9.25 (s, IH), 8.93 (s, IH), 3.66 (s, 3H), 3.36 (s, 3H).

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Reference£º
Patent; MERCK SHARP & DOHME CORP.; GUO, Liangqin; LIU, Jian; NARGUND, Ravi, P.; PASTERNAK, Alexander; YANG, Lihu; YE, Zhixiong; WO2010/51177; (2010); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

Share a compound : 822-82-2

822-82-2, 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.,822-82-2 ,Isothiazole-4-carboxylic acid, other downstream synthetic routes, hurry up and to see

As a common heterocyclic compound, it belongs to isothiazole compound, name is Isothiazole-4-carboxylic acid, and cas is 822-82-2, its synthesis route is as follows.

To a solution of l-[4-[methyl(tetrahydropyran-4-yl)amino]-5-oxido-6,7-dihydro- thieno[3,2-d]pyrimidin-5-ium-2-yl]azetidin-3-ol (5.0 mg, 15 muiotatauiotaomicronIota) in DCE (0.2 mL) was added solutions of 4-isothiazolecarboxylic acid (3.6 mg in 0.2 mL DCE, 28 muiotatauiotaomicronIota), DMAP (3.4 mg in 0.1 mL DCE, 28 muiotatauiotaomicronIota) and EDAC (5.3 mg in 0.2 mL DCE, 28 muiotatauiotaomicronIota) . The mixture was shaken at 50 C for 1 hour before it was concentrated in vacuo. Prep HPLC purification (acidic) afforded the title compound. 1H NMR (DMSO-d6) delta: 9.81 (s, 1H), 9.00 (s, 1H), 5.53 – 5.44 (m, 1H), 4.93 – 4.79 (m, 1H), 4.48 (dd, J = 10.4, 6.7 Hz, 2H), 4.16 (dd, J = 10.7, 3.8 Hz, 2H), 4.01 – 3.93 (m, 2H), 3.53 – 3.45 (m, 1H), 3.43 – 3.37 (m, 2H), 3.25 – 3.20 (m, 1H), 3.19 (s, 3H), 3.10 – 2.97 (m, 2H), 1.92 – 1.79 (m, 2H), 1.69 – 1.54 (m, 2H).HPLC-Retention time (XE Metode 7 CM) : 1.88 minutes.Detected “M + l”-mass: 450.12.

822-82-2, 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.,822-82-2 ,Isothiazole-4-carboxylic acid, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; LEO PHARMA A/S; LARSEN, Jens; (110 pag.)WO2019/57806; (2019); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

822-82-2, 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.,822-82-2 ,Isothiazole-4-carboxylic acid, other downstream synthetic routes, hurry up and to see

As a common heterocyclic compound, it belongs to isothiazole compound, name is Isothiazole-4-carboxylic acid, and cas is 822-82-2, its synthesis route is as follows.

A solution of Example 9b (0.19 M in N,N-dimethylacetamide, 237 muL, 0.045 mmol), N,N-diisopropylethylamine (0.21 M in N,N-dimethylacetamide, 262 muL, 0.055 mmol), HATU (0.21 M in N,N-dimethylacetamide, 238 muL, 0.05 mmol), and isothiazole-4-carboxylic acid (0.4M in N,N-dimethylacetamide, 125 muL, 0.05 mmol) were aspirated from their respective source vials, mixed through a perfluoroalkoxy alkanes mixing tube (0.2 mm inner diameter), and loaded into an injection loop. The reaction segment was injected into the flow reactor (Hastelloy coil, 0.75 mm inner diameter, 1.8 mL internal volume) set at 100 C., and passed through the reactor at 180 muL min-1 (10 minute residence time). Upon exiting the reactor, the reaction was loaded directly into an injection loop and purified using preparative HPLC to yield the title compound (9.95 mg, 49.50% yield). Samples were purified by preparative HPLC on a Phenomenex Luna C8 (2) 5 mum 100 AXIA column (50 mm¡Á21.2 mm). A gradient of acetonitrile (A) and 0.1% trifluoroacetic acid in water (B) was used, at a flow rate of 30 mL/min (0-0.5 minutes 5% A, 0.5-6.5 minutes linear gradient 5-60% A, 6.5-7.0 minutes linear gradient 60-100% A, 7.0-8.9 minutes 100% A, 8.9-9.0 minutes linear gradient 100-5% A, 9.0-10 minutes 5% A). A sample volume of 1.0 mL was injected directly from the flow reactor stream to the HPLC system. A custom purification system was used, consisting of the following modules: Gilson 305 and 306 pumps; Gilson 806 Manometric module; Gilson UV/Vis 155 detector; Gilson 506C interface box; Gilson FC204 fraction collector; Agilent G1968D Active Splitter; Thermo MSQ Plus mass spectrometer. The system was controlled through a combination of Thermo Xcalibur 2.0.7 software and a custom application written in-house using Microsoft Visual Basic 6.0. 1H NMR (400 MHz, DMSO-d6) delta 4.69 (d, J=3.9 Hz, 2H), 5.62 (s, 2H), 6.43 (s, 1H), 6.84 (d, J=2.0 Hz, 1H), 7.51 (d, J=2.0 Hz, 1H), 8.18 (s, 1H), 8.32 (s, 1H), 8.96 (s, 1H), 9.59 (s, 1H). MS (APCI) m/z 439.1 [M+H]+.

822-82-2, 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.,822-82-2 ,Isothiazole-4-carboxylic acid, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; AbbVie Inc.; Dai, Yujia; McClellan, William; Michaelides, Mike; Sweis, Ramzi; Wilson, Noel; Dietrich, Justin; (90 pag.)US2017/174688; (2017); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

Share a compound : Isothiazole-4-carboxylic acid

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 Isothiazole-4-carboxylic acid, 822-82-2

822-82-2, 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. Isothiazole-4-carboxylic acid, cas is 822-82-2,the isothiazole compound, it is a common compound, a new synthetic route is introduced below.

To a solution of isothiazole-4-carboxylic acid (1.70 g, 12.98 mmol) in THF (17ml) was added t-BuLi (29.95 mL) at -78 C, and then a solution of CBr4 (8.62 g, 25.96 mmol) in THF (10 ml) was added dropwise. The mixture was stirred at -78 C for 2 h, quenched with addition of saturated aqueous NH4C1 solution and extracted with EtOAc (50 mL x 3). The aqueous layer was adjusted to pH =1.5 by addition of HC1 and extracted with EtOAc (50 mL x3). The combined organic layers were dried over MgSO4, filtered, and concentrated in vacuo to provide the title compound, which was used without further purification.

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 Isothiazole-4-carboxylic acid, 822-82-2

Reference£º
Patent; MERCK SHARP & DOHME CORP.; KIM, Ronald; KUDUK, Scott, D.; LIVERTON, Nigel; ZHUO, Gang; (97 pag.)WO2016/100157; (2016); A2;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

Share a compound : Isothiazole-4-carboxylic acid

The chemical industry reduces the impact on the environment during synthesis,822-82-2,Isothiazole-4-carboxylic acid,I believe this compound will play a more active role in future production and life.

822-82-2, 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. Isothiazole-4-carboxylic acid, cas is 822-82-2,the isothiazole compound, it is a common compound, a new synthetic route is introduced below.

To a solution of isothiazole-4-carboxylic acid (1.70 g, 12.98 mmol) in THF (17 ml) was added t-BuLi (29.95 mL) at -78 C, and then a solution of CBr4 (8.62 g, 25.96 mmol) in THF (10 ml) was added dropwise. The mixture was stirred at -78 C for 2 h, quenched with addition of saturated aqueous NH4Cl and extracted with EtOAc (50 mL x 3). The aqueous layer was adjusted to pH ~1.5 by addition of HCl, and then extracted with EtOAc (50 mL x 3). The combined organic layers were dried over MgSO4, filtered, and concentrated in vacuo providing the title compound (1.50 g), which was used without further purification.

The chemical industry reduces the impact on the environment during synthesis,822-82-2,Isothiazole-4-carboxylic acid,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; LIVERTON, Nigel; BESHORE, Douglas, C.; KUDUK, Scott, D.; LUO, Yunfu; MENG, Na; YU, Tingting; WO2015/20930; (2015); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

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HEAT RAY SHIELDING PARTICLE CONTAINING COMPOSITION AND HEAT RAY SHIELDING FILM

The invention relates to a heat ray shielding particle containing composition comprising (1) a polysiloxane, (2) a heat ray-shielding particle, (3) a photopolymerization initiator and (4) a solvent. The composition of the present invention can be photo cured to prepare heat ray shielding films with a lower dosage of the heat ray-shielding particle, compared with conventional heat ray shielding films. The present invention also relates to the heat ray shielding films prepared by photo curing the composition of the present invention, and a process for preparing the heat ray shielding film.

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Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

 

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BENZAZEPIN-2(1H)-ONE DERIVATIVES

Compounds of formula (I) and pharmaceutically acceptable salts thereof are agonists at the beta-2 adrenoceptor. They are useful as feed additives for livestock animals.

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Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com