Heterocyclic Building Blocks-Thiazole

90533-23-6,90533-23-6, 4-(3-Chlorophenyl)thiazol-2-amine is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Iodine(18.80 g, 74.1 mmol) was added to 1-(2,5-dichlorophenyl)ethanone (10.67 ml,74.1 mmol) and thiourea (11.27 g, 148.0mmol). Thereaction mixture was stirred and heatedto 100 C overnight. After cooling to room temperature, the reaction mixture was triturated with diethylether (about 50 mL) to remove any unreacted iodine and1-(2,5-dichlorophenyl)ethanone. Thesolid residue was put in cold distilled water (100 mL) and treated withammonium solution to pH 9-10. The precipitated thiazole was collected togive 4-(2,5-dichlorophenyl)-1,3-thiazol-2-amine (11.2 g, 62%yield) as a yellow solid. MS(ES+) m/z 245.0, 247.0 (MH+).A solution of[4-(ethylsulfonyl)phenyl]acetic acid (0.239 g, 1.1 mmol), 4-(2,5-dichlorophenyl)-1,3-thiazol-2-amine(0.245 g, 1.0 mmol), EDC (0.230 g, 1.2 mmol) and HOBt (0.184 g, 1.2 mmol) in dichloromethane(DCM) (10 mL) was stirred at room temperature overnight. The mixture was pouredinto water, and extracted with DCM. The organic phase was washed with water andbrine, dried over anhydrous sodium sulfate, filtered and concentrated under reducedpressure to give the crude product. The crude was purified by mass directedautopreparation (MDAP) to afford N-[4-(2,5-dichlorophenyl)-1,3-thiazol-2-yl]-2-[4-(ethylsulfonyl)phenyl]acetamide(6a) (177 mg, 37% yield) as a white solid.

90533-23-6 4-(3-Chlorophenyl)thiazol-2-amine 675261, athiazole compound, is more and more widely used in various fields.

Reference£º
Article; Wang, Yonghui; Cai, Wei; Zhang, Guifeng; Yang, Ting; Liu, Qian; Cheng, Yaobang; Zhou, Ling; Ma, Yingli; Cheng, Ziqiang; Lu, Sijie; Zhao, Yong-Gang; Zhang, Wei; Xiang, Zhijun; Wang, Shuai; Yang, Liuqing; Wu, Qianqian; Orband-Miller, Lisa A.; Xu, Yan; Zhang, Jing; Gao, Ruina; Huxdorf, Melanie; Xiang, Jia-Ning; Zhong, Zhong; Elliott, John D.; Leung, Stewart; Lin, Xichen; Bioorganic and Medicinal Chemistry; vol. 22; 2; (2014); p. 692 – 702;,
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.262444-15-5,(4-Bromothiazol-5-yl)methanol,as a common compound, the synthetic route is as follows.

To a pale yellow solution of (4-bromothiazol-5-yl)methanol (870 mg) in DCM (25 mL) was added DMP (2.16 g) at RT. The resulting yellow suspension was stirred at RT under argon for 18 h. EA and aq. sat. NaHCO3 were added to the reaction mixture and stirred for 5 min. Water was added and the mixture was extracted with DCM three times. The combined org. layers were dried over MgSO4, filtrated off and evaporated in vacuo. CC (Biotage, SNAP 50 g cartridge, solvent A: Hept; solvent B: EA; gradient in % B: 10 for 5CV, 10 to 30 over 2CV, 30 for 3CV) afforded 708 mg of yellow solid. 1H-NMR (CDCl3): 10.0 (s, 1H); 9.04 (s, 1H), 262444-15-5

The synthetic route of 262444-15-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Caroff, Eva; Keller, Marcel; Kimmerlin, Thierry; Meyer, Emmanuel; US2014/371204; (2014); 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.53137-27-2,2,4-Dimethylthiazole-5-carboxylic acid,as a common compound, the synthetic route is as follows.

53137-27-2, EXAMPLE 3 (Compound No. 3) To a solution of imidazole (2.27 g; 40 mmol) in dry tetrahydrofuran (60 ml) was added dropwise thionyl chloride (1.20 g; 10 mmol) under ice-cooling while stirring. After the resultant mixture was turned to room temperature, 2,4-dimethyl-5-thiazolecarboxylic acid (1.57 g; 10 mmol) was added thereto at once, and stirring was continued for 30 minutes. To the mixture was added dropwise a solution of 2-(2-thienyl)aminoacetonitrile (1.65 g; 12 mmol) in dry tetrahydrofuran under ice-cooling, and the resultant mixture was stirred at room temperature for 1 hour. After completion of the reaction, tetrahydrofuran was removed under reduced pressure to separate the residue. Water was added to the residue, which was extracted with ethyl acetate. The ethyl acetate layer was washed with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give crude oil. The oil was purified by silica-gel column chromatography (eluent:n-hexane:ethyl acetate=2:1 volume) to give crude crystals. Recrystallization from n-hexane/ethyl acetate gave 1.80 g of 2-(2,4-dimethylthiazole-5-carboxamido)-2-(2-thienyl)acetonitrile as colorless crystals. m.p., 127.5-128.5 C. Yield, 65%.

As the paragraph descriping shows that 53137-27-2 is playing an increasingly important role.

Reference£º
Patent; Sumitomo Chemical Company Limited; US4918089; (1990); A;,
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.349-49-5,4-(Trifluoromethyl)thiazol-2-amine,as a common compound, the synthetic route is as follows.

To a solution of 5-(1-methylsulfanyl-ethyl)2-trifluoromethylpyridine (0.5 g, 2.25 mmol) and 2-amino-4-trifluoromethyl thiazole (0.42 g, 2.48 mmol) in dichloromethane (8 ml) cooled to -25¡ã C. was slowly added N-chlorosuccinamide (0.33 g, 2.48 mmol) while maintaining the internal temperature of the reaction between -22¡ã C. and -28¡ã C. The reaction was slowly warmed to room temperature and stirred an additional hour. The reaction mixture was washed with water and the dichloromethane layer was dried (MgSO4), filtered and concentrated to dryness. The crude product was purified by chromatography on silica gel (eluent: 50percent EtOAc/hexanes, 100percent EtOAc) to give 3-[1-ethyl(N-(2-(4-trifluromethyl)thiazole)-sulfinyl)(methyl)]-6-trifluoromethylpyridine (G) as a yellow solid (0.81 g, 93percent ); M+H=288.1., 349-49-5

The synthetic route of 349-49-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Dow AgroSciences LLC; US2009/29863; (2009); 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.76874-79-8,2-Amino-4-chlorothiazole-5-carbaldehyde,as a common compound, the synthetic route is as follows.

76874-79-8, [0184] Into a 1,4-dioxane solution (250 ml) containing 2-amino-4-chlorothiazol-5-carbaldehyde (10.83 g) was added 4-(dimethylamino)pyridine (1 g). Then, a 1,4-dioxane solution (100 ml) containing di-tert-butyl dicarbonate (29 g) was gradually added dropwise under heating at 60[deg.] C., and then the whole was continued to stir for about 30 minutes. After the reaction solution was cooled upon standing, the solvent was evaporated under reduced pressure and an appropriate amount of 5% potassium hydrogen sulfate aqueous solution was poured to the thus obtained residue, followed by extraction with ethyl acetate. After the organic layer was washed with water and dried over anhydrous magnesium sulfate, the crude product formed by solvent evaporation was purified by silica gel column chromatography to obtain tert-butyl (4-chloro-5-formylthiazol-2-yl)-carbamate (10.73 g) as pale brown crystals from the fractions eluted with ethyl acetate-toluene (2:3 (v/v)).

As the paragraph descriping shows that 76874-79-8 is playing an increasingly important role.

Reference£º
Patent; Hirano, Masaaki; Kawaminami, Eiji; Toyoshima, Akira; Moritomo, Hiroyuki; Seki, Norio; Wakayama, Ryutaro; Okada, Minoru; Kusayama, Toshiyuki; US2003/191164; (2003); 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.78485-37-7,Ethyl 2-chloro-6-benzothiazolecarboxylate,as a common compound, the synthetic route is as follows.

78485-37-7, Ethyl 2-chloro-benzo[d]thiazole-6-carboxylate (362 mg, 1.5 mol)After acidification with hydrochloric acid and (2R,6S)-2,6-dimethylpiperidin-4-one (127 mg, 1.0 mmol)Dissolved in isopropanol (30 mL), reacted at 100 C for 12 hours, concentrated,Purified by silica gel column chromatography (petroleum ether: ethyl acetate = 3:1).The title compound (80 mg, yield: 24.1%) was obtained.

As the paragraph descriping shows that 78485-37-7 is playing an increasingly important role.

Reference£º
Patent; Hainan Xuanzhu Pharmaceutical Technology Co., Ltd.; Shi Chengkong; Chen Bo; (23 pag.)CN109320509; (2019); A;,
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.247037-82-7,Thiazole-2-carboximidamide hydrochloride,as a common compound, the synthetic route is as follows.

To a suspension of thiazole-2-carboxamidine hydrochloride(5.4 g, 33 mmol), 2-chloro-4-fluorobenzaldehyde (4.74 g,30 mmol), NaOAc (2.71 g, 33 mmol) in anhydrous EtOH (60 mL)was added tert-butyl 3-oxobutanoate (4.74 g, 33 mmol). The reactionmixture was refluxed at 80 C under N2 atmosphere overnight.Then the mixture was concentrated in vacuo and diluted withEtOAc, washed with water, brine, and the combined organic phasewas dried over Na2SO4, concentrated in vacuo to give a crude product,which was purified by silica gel chromatography (petrolether/ethyl acetate (V/V) = 5/1) to give a yellow solid (6.1 g, 50%). 1H NMR (600 MHz, CDCl3): d 7.82 (d, 1H, J = 4.2 Hz), 7.49 (br s,1H), 7.33 (dd, 1H, J = 13.2 Hz, 9.6 Hz), 7.14 (dd, 1H, J = 12.6 Hz,3.6 Hz), 6.95 (td, 1H, J = 12.6 Hz, 3.6 Hz), 6.12 (s, 1H), 2.54 (s, 3H),1.30 (s, 9H); MS-ESI: (ESI, pos.ion) m/z: 408.1 [M+1]+; HRMS (ESI)calcd for C19H19ClFN3O2S [M+H]+ 408.0871; found 408.0949; HPLCanalysis: retention time = 23.19 min; peak area, 97.67%., 247037-82-7

Big data shows that 247037-82-7 is playing an increasingly important role.

Reference£º
Article; Ren, Qingyun; Liu, Xinchang; Luo, Zhonghua; Li, Jing; Wang, Chaolei; Goldmann, Siegfried; Zhang, Jiancun; Zhang, Yingjun; Bioorganic and Medicinal Chemistry; vol. 25; 3; (2017); p. 1042 – 1056;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

2103-99-3, 4-(4-Chlorophenyl)thiazol-2-amine is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A solution of 2-amino-4-phenylthiazole 6a (0.530 g, 3 mmol) and Et3N (560 muL, 4 mmol) in dichloromethane (15 mL) was cooled to 0-5 C in an ice-bath and stirred for 30 min. 2-Chloroacetyl chloride (578 muL, 6.6 mmol) in dry dichloromethane (1.5 mL) was then added slowly, and the reaction mixture was allowed to warm to room temperature and stirred until the amine was completely consumed (ca. 1 h, as monitored by TLC). The reaction mixture was diluted with dichloromethane and washed successively with water and saturated brine. The organic layer was dried over anhydrous Na2SO4, the solvent was removed under reduced pressure and the residue was recrystallised from ethanol to give compound 7a (0.413 g, 54percent) as light-grey crystals, mp 170-171 oC (Lit.18,20,26 171-173 oC). The remaining analogues were obtained similarly [7b (100percent) as a brown solid, mp 194-195 oC (Lit.27 mp not cited); 7c (64percent) as a brown solid, mp 241-243 oC (Lit.27 mp not cited); 7d (64percent) as a brown solid, mp 135-137 oC (Lit.28 135 oC); 7e (0.262 g, 88percent) as a yellow solid, mp 174-176 C (Lit.29 175 oC); 7f (70percent) as a light-brown solid, mp 213-216 oC (Lit.30 216 oC)., 2103-99-3

The synthetic route of 2103-99-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Olawode, Emmanuel O.; Tandlich, Roman; Prinsloo, Earl; Isaacs, Michelle; Hoppe, Heinrich; Seldon, Ronnett; Warner, Digby F.; Steenkamp, Vanessa; Kaye, Perry T.; Arkivoc; vol. 2018; 7; (2018); p. 110 – 118;,
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.20485-41-0,4-Methylthiazole-5-carboxylic acid,as a common compound, the synthetic route is as follows.

The title compound N-[5(S)-3-[4-(1-cyanocyclopropan-1-yl)phenyl]-2-oxooxazolidin-5-ylmethyl]-(4-methyl-1,3-thiazole)-5-carboxamide (215 mg) was prepared from 5(S)-aminomethyl-3-[4-(1-cyanocyclopropan-1-yl)phenyl]oxazolidin-2-one (150 mg) and 4-methyl-1,3-thiadiazole-5-carboxylic acid (100 mg) in the same manner as described for EXAMPLE 62. [0516] MS (EI+) m/z: 382 (M+). [0517] HRMS (EI+) for C19H18N4O3S (M+): calcd, 382.1100; found, 382.1121.

20485-41-0, As the paragraph descriping shows that 20485-41-0 is playing an increasingly important role.

Reference£º
Patent; Fukuda, Yasumichi; US2003/225107; (2003); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

39136-60-2, 5-Ethylthiazol-2-amine is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 5-ethylthiazol-2-amine (5) (0.13 g, 1.0 mmol), 2-(4-nitrophenyl)-acetonitrile (6) (0.18 g, 1.1 mmol), 3-nitrobenzaldehyde (8a)(0.17 g, 1.1 mmol), SiO2-ZnBr2 (0.10 g), and diisopropylethylamine (DIPEA) (0.033 g, 0.25 mmol) was taken into a microwave glass vial containing EtOH (4 ml). The glass vial was placed in the cavity of microwave oven (465 W power) and irradiated for 4 min at 70C and then cooled to 27C after completion of the reaction (TLC). EtOH (5 ml) was added to the reaction mixture, and then it was filtered to recover the catalyst. The organic layer was concentrated under vacuum to obtain the crude product which was purified by column chromatography using CH2Cl2-MeOH in the ratio of 99.5:0.5 to 97.0:3.0, adjusted to the elution rate of the individual product, as mobile phase. Yield 0.41 g (96%), pale-yellow solid. IR spectrum, nu, cm-1: 3392 (N-H), 2984 (C-H), 1615 (C=N), 1552 (C=C), 1505 (NO2), 1340(NO2). 1H NMR spectrum, delta, ppm (J, Hz): 1.16 (3H, t,J = 7.6, CH3); 2.75 (2H, q, J = 7.6, CH2); 5.26 (2H, s,NH2); 6.18 (1H, s, 5-CH); 7.21 (1H, s, H-3); 7.69-8.01(5H, m, H Ar); 8.18 (1H, s, H Ar); 8.26 (2H, d, J = 6.8,H Ar). 13C NMR spectrum, delta, ppm: 13.5; 35.7; 53.2; 110.9;114.8; 121.9; 122.6; 125.3; 128.7; 130.3; 132.1; 136.5;140.6; 145.2; 147.0; 148.4; 149.8; 169.2. Mass spectrum,m/z (Irel, %): 424 [M+H]+ (100), 349 (21). Found, m/z:424.1056 [M+H]+. C20H18N5O4S. Calculated, m/z: 424.1074.

39136-60-2, 39136-60-2 5-Ethylthiazol-2-amine 12737257, athiazole compound, is more and more widely used in various fields.

Reference£º
Article; Devineni, Subba Rao; Madduri, Thirupal Reddy; Chamarthi, Naga Raju; Liu, Cong-Qiang; Pavuluri, Chandra Mouli; Chemistry of Heterocyclic Compounds; vol. 55; 3; (2019); p. 266 – 274; Khim. Geterotsikl. Soedin.; vol. 55; 3; (2019); p. 266 – 274,9;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica