Tag: M.W:100-200

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.943-03-3,6-Methoxybenzo[d]thiazole-2-carbonitrile,as a common compound, the synthetic route is as follows.

943-03-3, 2-Cyano-6-hydroxybenzothiazole; Compound 1 was synthesized using a method modified from the literature (Yao H S, Min-kyung; Rao, Jianghong (2007) A bioluminogenic Substrate for In Vivo Imaging of beta-Lactamase Activity. Angew Chem Int Ed 46:7031-7034). Pyridine hydrochloride (1.0 g, 8.65 mmol) and 2-cyano-6-methoxybenzothiazole, Compound 2, (0.5 g, 2.63 mmol) were added to a 5 mL microwave flask with a stirbar. Nitrogen gas (N2) was added to the reaction vessel immediately before it was shut. The flask was heated to 200° C. using a power level of 150 W for 40 minutes in a Biotage microwave synthesizer. The reaction was stirred at 600 rpm. The reaction mixture was cooled and neutralized with sodium bicarbonate. During neutralization, the crude product precipitated from the solution as a yellow solid. The precipitate was filtered, and the filtrate was washed three times with ethyl acetate (EtOAc). Combination of the crude product from the EtOAc washes and the yellow precipitate and purification on a silica column (70:30 hexanes:EtOAc, dry loaded) yielded 408.7 mg (88percent) of the pure product. 1H NMR (300 MHz, CD3OD): delta 7.13 (1H, dd, J=9 Hz), 7.36 (1H, d, J=2.1 Hz), 7.95 (1H, d, J=9 Hz). LRESI-MS: calculated for [C8H4N2OS] 176.0. found 176.1.

The synthetic route of 943-03-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Chang, Christopher J.; Bertozzi, Carolyn R.; van de Bittner, Genevieve C.; Dubikovskaya, Elena A.; US2013/287699; (2013); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

19989-67-4, Benzo[d]thiazole-6-carbaldehyde is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of NaH in toluene dry (0.146 g, 6.1 mmol) add a solution of the gamma-butyrolactone (0.253 g, 2.94 mmol, 0.226 mL) and stir it at room temperature overnight. On the further day, add the 1,3-benzothiazole-6-carbaldehyde (0.300 g, 1.83 mmol) dissolved in toluene dry drop by drop in an ice cooled bath. Slowly increase the temperature to reflux until the starting materials are consumed. Cool down, add a solution of H2SO4 10% and stir at room temperature for few minutes. Add 10 mL of water and extract 3 times with ethyl acetate (10 mL). Wash the last time with brine and dry the organic phases on Na2SO4. After evaporating the solvent in vacuo, purify the crude product by chromatography.Yield: 33%. Mp: 176C. 1H NMR (300 MHz, CHLOROFORM-d) delta ppm 3.35 (td, J=7.22, 2.89 Hz, 2 H) 4.53 (t, J=7.26 Hz, 2 H) 7.68 (dd, J=8.75, 1.68 Hz, 1 H) 7.72 (t, J=2.89 Hz, 1 H) 8.12 (d, J=1.49 Hz, 1 H) 8.20 (d, J=8.75 Hz, 1 H) 9.09 (s, 1 H). 13C NMR (75 MHz, CHLOROFORM-d) delta ppm 27.53 (s, 1 C) 65.40 (s, 1 C) 123.71 (s, 1 C) 123.97 (s, 1 C) 124.27 (s, 1 C) 127.77 (s, 1 C) 132.33 (s, 1 C) 134.66 (s, 1 C) 135.91 (s, 1 C) 153.81 (s, 1 C) 155.96 (s, 1 C) 172.22 (s, 1 C). LC-MS (ESI): m/z MH+= 232., 19989-67-4

The synthetic route of 19989-67-4 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Mariano, Marica; Hartmann, Rolf W.; Engel, Matthias; European Journal of Medicinal Chemistry; vol. 112; (2016); p. 209 – 216;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14527-43-6,Ethyl thiazole-4-carboxylate,as a common compound, the synthetic route is as follows.

The thiazole-4-methanol used as a starting material was prepared as follows:- Lithium aluminium hydride (1M solution THF, 1.5 mL) was added slowly to a stirred solution of ethyl thiazole-4-carboxylate (224 mg) in THF (4 mL) cooled to 0C. The reaction mixture was stirred and allowed to wann to room temperature over 1 hour. Ethyl acetate (20 mL) was added to the reaction mixture followed by water (1 mL), 2M NaOH solution (2 mL) then water (3 mL). A precipitate formed which was filtered off through Celite (iT). The filtrate was concentrated to give the title compound (150 mg, 92%); NMR Spectrum : (DMSOd6) 4.12 (s, 2H), 7.47 (s, 1H), 9. 03 (s, 1H)., 14527-43-6

As the paragraph descriping shows that 14527-43-6 is playing an increasingly important role.

Reference：
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/61465; (2005); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14190-59-1,Thiazole-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Preparation 107: 1, 3-thiazole-2-carbonyl CHLORIDE 1,3 thiazole-2-carboxylic acid (Preparation 92,5. 0 g, 39 MMOL) was added to a solution containing sodium hydroxide (1.55 g), in water (26 ml). The solution was evaporated to dryness and the resultant solid was triturated with diethyl ether, filtered and dried in an oven at 60 C for 6 h to give a brown solid (5.5 g). The solid was added to thionyl chloride (25 ML) and heated on a steam bath for 2 h. The excess thionyl chloride was removed in vacuo and the resultant oil was triturated with petroleum ether (40-60,3 x 30 ml) to give the title compound as an oily solid upon filtration and evaporation (4.0 g, 70percent).

14190-59-1, As the paragraph descriping shows that 14190-59-1 is playing an increasingly important role.

Reference：
Patent; PFIZER LIMITED; PFIZER INC.; WO2004/72086; (2004); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

59418-09-6,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.59418-09-6,Methyl 4-thiazolecarboxylate,as a common compound, the synthetic route is as follows.

Methyl(R)-2-(3-((tert-butoxycarbonyl)(methyl)amino)-4-methylpentanoyl)thiazole-4- carboxylate (3e): To a stirred solution of aldehyde 1 (80 mg, 0.35 mmol) and methyl thiazole-4-carboxylate 2e (25 mg, 0.17 mmol) in anhydrous benzene (1.0 mL) at 25 C were added portion-wise over 15 min TMSN3 (0.05 mL, 0.35 mmol) followed by phenyliodinebis(trifluoroacetate) (PIFA, 150 mg, 0.35 mmol). After stirring for 16 h at 25 C, TLC analysis indicated complete consumption of aldehyde 1, while unreacted methyl thiazole-4-carboxylate 2e was still present in the reaction mixture. Consequently, more aldehyde 1 (80 mg, 0.35 mmol), TMSN3 (0.046 mL, 0.35 mmol) and PIFA (150 mg, 0.35 mmol) were added portion-wise over 15 min at 25 C and stirring was continued for an additional 12 h. The reaction mixture was cooled to 0 C and quenched with Et3N (0.2 mL). The solvent was removed under reduced pressure and the resulting residue was purified by flash column chromatography (silica gel, 10?40% EtOAc in hexanes) to produce ketone 3e (7.7 mg, 12% yield) as a colorless oil. 3e: Rf- 0.35 (silica gel, 25% EtOAc in hexanes); [cc]D – 12.0 (c = 1.0, CHCI3); FT-IR (neat) f^,: 2960, 2921, 2851, 1743, 1690, 1460, 1366, 1335, 1248, 1218, 1145, 995, 770 cm 1; NMR: (CDCI3, 600 MHz) delta = 8.42 (d, J = 13.4 Hz, 1H), 4.27 (s, 1H), 3.97 (d, J = 4.3 Hz, 3H), 3.66 – 3.08 (m, 2H), 2.72 (d, J = 1.7 Hz, 3H), 1.88 (dt, J = 16.5, 7.6 Hz, 1H), 1.34 (d, J = 15.0 Hz, 9H), 1.03 (dd, J = 16.7, 6.6 Hz, 3H), 0.89 (dd, J = 6.7, 2.6 Hz, 3H); 13C NMR: (CDCI3, 150 MHz) delta = 192.0, 167.2, 161.2, 155.8, 148.3, 133.4, 79.5, 59.7, 58.8, 52.6, 39.8, 31.1, 28.2, 20.2, 19.6; HRMS calcd for Ci7H26N205S [ +Na+] 393.1460 found 393.1448.

The synthetic route of 59418-09-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; WILLIAM MARSH RICE UNIVERSITY; NICOLAOU, Kyriacos, C.; VOURLOUMIS, Dionosios; YIN, Jun; ERANDE, Rohan; MANDAL, Debashis; KLAHN, Philipp; (322 pag.)WO2016/138288; (2016); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

4146-24-1, 6-Chloro-2-methylbenzo[d]thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4146-24-1

General procedure: 2-methylbenzo[d]thiazole (13a, 745mg, 5mmol) was refluxed with selenium dioxide (2775mg, 25mmol) in dioxane for 12h. After completion of the reaction the black solid of Selenium was filtered off on celite and the dioxane was removed under reduced pressure. Water was added to the reaction mixture and the compound was extracted using ethyl acetate. The compound was further purified using column chromatography on silica gel 60-120 mesh to afford the pure solid in moderate yield (52%).

As the paragraph descriping shows that 4146-24-1 is playing an increasingly important role.

Reference：
Article; Shaik, Thokhir B.; Hussaini, S.M. Ali; Nayak, V. Lakshma; Sucharitha, M. Lakshmi; Malik, M. Shaheer; Kamal, Ahmed; Bioorganic and Medicinal Chemistry Letters; vol. 27; 11; (2017); p. 2549 – 2558;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

1003-07-2, Isothiazol-3(2H)-one is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 1 Stabilized isothiazolone solution was prepared by blending 25 wt % of an isothiazolone mixture comprising 5-chloro-2-methyl-4-isothiazolin-3-one chlorate and 2-methyl-4-isothiazolin-3-one chlorate, 75 wt % of the aqueous solution comprising 98 wt % sulfuric acid, without using metal salt stabilizer.

1003-07-2, As the paragraph descriping shows that 1003-07-2 is playing an increasingly important role.

Reference：
Patent; SK Chemicals; US6534076; (2003); B1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

188937-16-8, 2-(2-Thiazolyl)acetic Acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 3-bromo-2-methylaniline (0.764 mL, 6.20 mmol), l,3-thiazol-2- ylacetic acid (0.74 g, 5.17 mmol) and DIEA (1.63 mL, 9.30 mmol) in DMF (15 mL) was treated with HATU (2.36 g, 6.20 mmol). After stirring overnight, the mixture was diluted with EtOAc, washed twice with 10% aqueous LiCl followed by brine, and the combined aqueous layers were extracted with EtOAc. The combined organic layers were dried and concentrated, and the residue was purified by column chromatography on silica gel, eluting with EtOAc-hexanes, to give N-(3-bromo-2-methylphenyl)-2-(thiazol-2- yl)acetamide as a white solid (0.681 g, 42% yield). *Eta NMR (400 MHz, chloroform-d) delta 9.84-9.65 (m, 1H), 7.91 (d, J=7.9 Hz, 1H), 7.84 (d, J=3.3 Hz, 1H), 7.42-7.35 (m, 2H), 7.07 (t, J=8.0 Hz, 1H), 4.18 (s, 2H), 2.38 (s, 3H)., 188937-16-8

As the paragraph descriping shows that 188937-16-8 is playing an increasingly important role.

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; KO, Soo Sung; BATT, Douglas A.; BERTRAND, Myra Beaudoin; DELUCCA, George V.; LANGEVINE, Charles M.; LIU, Qingjie; SRIVASTAVA, Anurag S.; WATTERSON, Scott Hunter; WO2014/210087; (2014); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

182344-56-5, 2-Chloro-4-fluorobenzo[d]thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Scheme IIA, Step A: To a mixture of 2-chloro-4-fluorobenzothiazole (1.012 g, 05.39 mmol) in 1,4-dioxane (60 ML) was added 1-(t-butyloxycarbonyl)-2-methyl-4-trifluoromethanesulfonyl-1,2,5,6-tetrahydropyridine (1.956 g, 05.66 mmol), hexamethylditin (1.767 g, 05.39 mmol), tetrakis(triphenylphosphine)palladium (0.312 g, 0.269 mmol) and lithium chloride is (0.686 g, 16.2 mmol).The mixture was heated at reflux for 20 hours, then cooled to 20 C. and diluted with saturated potassium fluoride and ethyl acetate.The mixture was stirred for 2 hours, then partitioned, and the organics were washed with brine, dried over sodium sulfate, and evaporated.The residue was chromatographed over silica gel (hexanes/50% ethyl acetate in hexanes gradient elution) to give the intermediate title compound as a yellow amorphous solid (1.227 g, 72%). FDMS m/e=349 (M++1)., 182344-56-5

182344-56-5 2-Chloro-4-fluorobenzo[d]thiazole 2049864, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; He, John Xiaoqiang; Honigschmidt, Nicholas Allan; Kohn, Todd Jonathan; Rocco, Vincent Patrick; Spinazze, Patrick Gianpietro; Takeuchi, Kumiko; US2003/232833; (2003); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

31785-05-4, Ethyl 5-amino-2-methylthiazole-4-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

ethyl 2-methyl-5- (f [ (trichloroacetyl) aminolcarbonyllamino)-1, 3-thiazole-4-carboxylate.; To a stirred solution of ethyl 5-amino-2-methyl-1, 3-thiazole-4-carboxylate (1 equiv) in anhydrous THF (10 mL) was added trichloroacetyl isocyanate (1 eq) slowly over a period of 5 min. After the addition was complete, a precipitate formed and the reaction stirred for an additional lh. The desired product was obtained by filtration (99% yield) as a yellow solid. The product was used in the next step without any further purification. LC/MS (ES, M+H=374)., 31785-05-4

The synthetic route of 31785-05-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/66163; (2005); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica