Heterocyclic Building Blocks-Thiazole

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20949-84-2,4-Formyl-2-methylthiazole,as a common compound, the synthetic route is as follows.

Sodium bicarbonate (6.6 g, 78.7 mmol) was added to 2-methylthiazole-4-carbaldehyde (5.0 g, 39.4 mmol), S-methylisothiourea sulfate (8.3 g, 59.1 mmol) and ethyl acetoacetate (5.12 g, 39.4 mmol) of N, N-dimethylformyl (60 mL). After the reaction mixture was stirred at 70 C for 3 hours, it was cooled to room temperature. Water (500 mL) was added, and a yellow solid precipitated, filtered, and the filter cake was washed with water (200 mL) and dried under vacuum to obtain compound 82-f (3.5 g, yield: 29%).

As the paragraph descriping shows that 20949-84-2 is playing an increasingly important role.

Reference£º
Patent; Shanghai Zaiji Pharmaceutical Technology Co., Ltd.; Wang Yuguang; Zhang Nong; Wu Tianzhi; Wu Xinliang; (132 pag.)CN110872297; (2020); A;,
Thiazole | C3H3NS – PubChem
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173979-01-6, 4-(Tributylstannyl)thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2-(l-(phenylsulfonyl)-5-(l , 4-dioxaspiro[4.5]decan-8-yl)-lH-pyrrolo[2, 3- b] pyridin-3-yl)thiazole (IIb-87) – an alternative method of preparation(IXb-23) (IIb-87)Iodide (IXb-23) (100 mg, 0.19 mmol) and 2-(tributylstannyl)thiazole (107 mg, 0.29 mmol), tri-O-tolylphosphine (7 mg, 0.02 mmol), dichlorobis(acetonitrile)palladium(II) (3 mg, 0.01 mmol) and toluene (3 mL) were reacted for 5 h at 120 0C (oil bath) in a sealed reaction vessel using the general procedure B for the Stille reaction. The reaction mixture was filtered, concentrated and purified by LCMS (column LUNA 10 mu C 18(2) 00G-4253- VO 250×50 mm) using water – acetonitrile (0.1% AcOH) as eluent (in gradient; flow 80 mL/min) to give (IIb-87) (42.2 mg, 46%) as a white solid. 1H NMR (400 MHz, CDCl3) delta 1.57 – 1.64 (m, 2H), 1.68 – 1.76 (m, 2H), 1.86-1.91 (m, 4H), 2.70 – 2.78 (m, IH), 3.99 (s, 4H), 7.33 (d, J = 3.3 Hz, IH), 7.48-7.52 (m, 2H), 7.60 (tt, J = 1.5, 7.4 Hz, IH), 7.89 (d. J = 3.3 Hz, IH), 8.23 (s, IH), 8.24 – 8.26 (m, 2H), 8.39 (d, J= 2.1 Hz, IH), 8.45 (d, J= 2.1 Hz, IH).; Procedure B involving (IX) (IX) (H)To a stirred solution of (IX) (0.5 mmol) in toluene (2.3 rnL) was added dichlorobis(acetonitrile)palladium (II) (12 mg, 0.05 mmol), tri-o-tolylphosphine (28 mg, 0.09 mmol) and the relevant stannane (V) (0.6 mmol). The reaction was heated to reflux (bath temperature HO0C) and the reaction monitored by TLC. When starting material was no longer present (2 – 6 hrs), the reaction mixture was poured onto saturated aqueous NaHCO3 (60 mL) and extracted with AcOEt (2 x 60 mL). The combined organic solutions were dried (MgSO4) and concentrated to give an oil which was purified using SGC and CH2Cl2 :hexane: AcOEt as eluent (gradient from CH2Cl2 :hexane: AcOEt= 1 : 1 :0 to 9:9:2, v/v) to afford the protected 3-thiazolyl 7-azaindole (II). Yield 25 – 80%.

The synthetic route of 173979-01-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; EISAI LONDON RESEARCH LABORATORIES LIMITED; WO2008/95943; (2008); 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.14527-41-4,5-Thiazolecarboxylic acid,as a common compound, the synthetic route is as follows.

Example 2(S)-N-( 1 -(5-(2-methoxyquinolin-3-yl)-JH-imidazol-2-yl)-7-(methylamino)-7-oxoheptyl)thiazole-5 -carboxamide (B 1) A glass tube was charged with thiazole-5-carboxylic acid (1.5 eq.), PS-carbodiimide resin (2 eq.), HOBt (1.7 eq.) and diluted with DCM (0.04 M). The tube was capped and stirred on a rotorfor 10 mm. Then, a solution of A4 in DMF (0.06 M) was added and the reaction mixture was stirred in a rotor for 24 h. After addition of MP-Trisamine resin (10 eq.) the reaction was stirred for additional 24 h. The resulting reaction mixture was filtered through a fitted syringe and washed with DCM. The combined organic solutions were concentrated under reduced pressure to give the tilte compound. MS (ESj C25H28N6035: 493 (M+H).

As the paragraph descriping shows that 14527-41-4 is playing an increasingly important role.

Reference£º
Patent; IRBM SCIENCE PARK S.P.A.; C.N.C.C.S. SCARL COLLEZIONE NAZIONALE DEI COMPOSTI CHIMICI E CENTRO SCREENING; ALTAMURA, Sergio; BIANCOFIORE, Ilaria; BRESCIANI, Alberto; FERRIGNO, Federica; HARPER, Steven; LAUFER, Ralph; ONTORIA ONTORIA, Jesus Maria; MALANCONA, Savina; MONTEAGUDO, Edith; NIZI, Emanuela; ORSALE, Maria Vittoria; PONZI, Simona; PAONESSA, Giacomo; SUMMA, Vincenzo; VENEZIANO, Maria; WO2014/67985; (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.10200-59-6,2-Thiazolecarboxaldehyde,as a common compound, the synthetic route is as follows.

Ortho triethyl formate (10 ml) and SP-112 [H+] (1.0 g) were added in ethanol (62 ml) solution of 145 (5.18 g, 45.78 mmol), and the resulting solution was refluxed for 5 hours. SP-112 [H+] of the reaction solution was separated by filtration, and the filtrate was distilled away under reducing pressure to filtrate the solvent. The residue was purified by silica gel column chromatography (elution solvent: ethyl acetate/n-hexane = 4/1) to obtain 146 (8.57 g, 100percent) as a colorless oily substance. APCI-MS m/z 188[M+H]+

The synthetic route of 10200-59-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Tohoku University; EP2103611; (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.1003-32-3,Thiazole-5-carboxyaldehyde,as a common compound, the synthetic route is as follows.

EXAMPLE 93 The process is performed as in Example 92 but starting with 0.45 g of 5-thiazolecarboxaldehyde, 0.45 g of 5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one, 0.2 g of ammonium acetate and 4 ml of acetic anhydride. 0.35 g of 10-(5-thiazolylmethylene)-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one is obtained in the form of a dark red solid melting above 260 C. (Analysis, % calculated C: 64.14, H: 3.17, N: 17.60, O: 5.03, S: 10.07, % found C: 64.2, N: 17.2, S: 9.7).

1003-32-3 Thiazole-5-carboxyaldehyde 2773577, athiazole compound, is more and more widely used in various.

Reference£º
Patent; Rhone-Poulenc Rorer S.A.; US5807859; (1998); A;,
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Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.302964-20-1,tert-Butyl (5-(chlorocarbonyl)thiazol-2-yl)carbamate,as a common compound, the synthetic route is as follows.

Into a clean and dry 3L 4-neck round bottom flask connected to a mechanical stirrer,condenser and thermometer socket is charged with 2-tert-butoxycarbonylamino-thiazole-5-carboxylic acid chloride (4) crude (27.5 g) and dichloromethane (750 mL) under stirring. Cooled the reaction mass to 0-5 C and add 2-chloro-6-methylaniline (22.2 g) to the reaction mass at 0-5 C within 30-45 min period. Added DiPEA to the reaction mass at 0-5 C in 30-45 min period, raised the reaction mass temperature to 25-30 C and stirred the reaction mass at 25-30 C for 24 h. After TLC compliance distilled-off the solvent completely under plant vacuum at the temperature not crossing 50 C and Charge 2 N HCl (250 mL) to the reaction mass, Stirred for 15-30 min. Transferred the reaction mass into a Buchner funnel and flask kept under plant vacuum. The wet cake is washed with 500mL of water and dried the above-wet material in the dryer at temperature 60-65 C for 10-12 h. Purification: Into a clean and dry 3.0 L 4-neck round bottom flask connected to a mechanical stirrer, condenser, thermometer socket is charging with 2-tert-butoxy-carbonyl-amino-N-(2-chloro-6-methylphenyl)-5-thiazolecarboxamide crude, methanol and isopropyl ether under stirring at 25- 30 C. Raised the reaction mass temperature to 60-65 C and stirred the reaction mass at 60-65 C for 45-60 min. Cooled the reaction mass temperature to 25-30 C and transferred the reaction mass into a Buchner funnel and flask kept under plant vacuum. Washed the wet cake with 20.0 mL of methanol and dried the wet material in dryer at 60-65 C for 4-6 h to furnish 16.0 g of the title compound with purity above 95 %. Cream colour solid; Elemental analysis C16H18N3O3SClcalcd (found) %: C 52.24 (52.12), H 4.93 (5.05), N 11.42 (11.31),O 13.05 (13.25), S 8.72 (8.83). IR (KBr, numax, cm-1): 3423.42-3276.87, 3162.67, 2928.46, 1724.90, 1632.68-1566, 1522.80,775.21; 1H NMR (400 MHz, DMSO-d6): delta1.504 (s, 9H, -3CH3),2.225 (s, 3H, -CH3), 7.262-7.301 (t, 2H, ArH), 7.389-7.412(m, 1H, ArH), 8.204 (s, 1H, ArH), 10.017 (s, 1H, -NH), 11.847(s, 1H, -NH); 13C NMR (100 MHz, DMSO-d6): delta163.220, 159.74,152.91, 141.27, 139.02, 133.31, 132.57, 129.34, 128.64, 127.28,126.62, 82.33, 28.06, 18.45; ESI-MS (m/z): 368.21 (M+1),370.18 (M+3)

302964-20-1 tert-Butyl (5-(chlorocarbonyl)thiazol-2-yl)carbamate 45117870, athiazole compound, is more and more widely used in various.

Reference£º
Article; Buchappa; Sagar Vijay Kumar; Durga Prasad; Aparna; Asian Journal of Chemistry; vol. 30; 7; (2018); p. 1621 – 1628;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

3034-22-8, 5-Bromothiazol-2-amine is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 25; 5-Bromo-2-(2,5-dimethylpyrrol- 1 -yl)thiazoleNeutralize 2-amino-5-bromothiazole hydrobromide (2.90 g, 16.2 mmol of free amine) by treating with Na2CO3 and then add it to a mixture of hexane-2,5- dione (2.04 g, 17.8 mmol) and acetic acid (1.1 mL) in benzene. Heat the mixture EPO for 18 h in a flask equipped with a Dean-Stark trap. Filter and concentrate in vacuo to give a dark oil. Chromatograph the oil over silica eluting with 20 – 80percent EtOAc/hexanes to yield 2.95 g (71percent) of a yellow oil. MS (ES): 259 (M+l), 261 (M+H+2).

The synthetic route of 3034-22-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2007/2181; (2007); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

2933-29-1, 2-Amino-4,5,6,7-tetrahydrobenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

i. 4-Hydroxy-2-methyl-N-(4,5,6,7-tetrahydro-2-benzothiazolyl)- 2H-naphtho[2,1-e]-1,2-thiazine-3-carboxamide-1,1-dioxide, m. p. 255-257 C (decomp.; from ethylene chloride), from 2-methyl-4-(1-pyrrolidyl)-2H-naphtho[2,1-e]-1,2-thiazine-3-carboxylic acidchloride-1,1-dioxide and 2-amino-4,5,6,7-tetrahydrobenzothiazole.

As the paragraph descriping shows that 2933-29-1 is playing an increasingly important role.

Reference£º
Patent; Boehringer Ingelheim GmbH; US3992535; (1976); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

121-66-4, 5-Nitrothiazol-2-amine is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Chloroacetyl chloride (2 mmol) was added drop wise to a well stirred suspension of corresponding amine (1 mmol) and TEA (3 mmol) in DMF (15 mL) at 0 C. The reaction mixture was then stirred at rt for about 3 h (monitored by TLC & LCMS for completion), and the solvent evaporated under reduced pressure. The residue was further diluted with water (20 mL) and ethyl acetate (30 mL), and the layers separated. The aqueous layer was reextracted with ethyl acetate (2 x 30 mL) and the combined organic layer was washed with brine (20 mL), dried over anhydrous sodium sulphate and evaporated under reduced pressure. The residue was purified by silica column chromatography using hexane:ethyl acetate as eluent to give corresponding 2-chloro-N-(aryl/heteroaryl)acetamides (28a-c).

The synthetic route of 121-66-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Pedgaonkar, Ganesh S.; Sridevi, Jonnalagadda Padma; Jeankumar, Variam Ullas; Saxena, Shalini; Devi, Parthiban Brindha; Renuka, Janupally; Yogeeswari, Perumal; Sriram, Dharmarajan; European Journal of Medicinal Chemistry; vol. 86; (2014); p. 613 – 627;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

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: To a solution of 4-(3-bromopropoxy)benzaldehyde (200.00 mg, 0.82 mmol)and 4-phenylthiazol-2-amine (144.50 mg, 0.82 mmol) in DMF (15 mL),potassium carbonate (170.00 mg, 1.23 mmol) was added. The reaction mixturewas refluxed for 12 h. The reaction mixture was quenched with water,and extracted with toluene (20 mL*3). The combined organic layer waswashed with brine, dried with anhydrous sodium sulphate, concentratedunder vacuum, then purified by flash chromatography (petroleum ether:ethyl acetate = 3:1) to afford a colorless solid. Yield 32.3%. The procedure described for the synthesis of compound 3a can also beapplied to the synthesis of compounds 3b-o.

The synthetic route of 90533-23-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Liu, Jingbao; Deng, Xinxian; Jin, Yan; Xu, Buzhe; Liu, Wenlu; Jiang, Faqin; Fu, Lei; Pharmazie; vol. 70; 7; (2015); p. 446 – 451;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica