Heterocyclic Building Blocks-Benzoxazole

22876-19-3, 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. 5-Chlorobenzo[d]oxazole-2(3H)-thione, cas is 22876-19-3,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

Subsequently, 5-chloro-2-mercaptobenzoxazole (3.1 g, 16.7 mmol) was dissolved in thionyl chloride (30 mL, 413 mmol). DMF (1.5 mL) was added and the reaction mixture was heated at 65 C. for 45 min. The solvent was removed under reduced pressure and to the residue was added toluene (2*60 mL) followed by evaporation each time to remove the excess SOCl2 (azetrope). The resultant crude product was dissolved in ethyl acetate (100 mL), washed with water (100 mL) and dried over Na2SO4. Evaporation of ethyl acetate gave 2,5-dichlorobenzoxazole, compound 19, as a red oil (3.2 g).

The chemical industry reduces the impact on the environment during synthesis,22876-19-3,5-Chlorobenzo[d]oxazole-2(3H)-thione,I believe this compound will play a more active role in future production and life.

Reference：
Patent; GALLEON PHARMACEUTICALS, INC.; US2011/224269; (2011); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is 5-Chlorobenzo[d]oxazole-2(3H)-thione, and cas is 22876-19-3, its synthesis route is as follows.

General procedure: Commercially available 5-chloro-2-mercapto benzoxazole or benzothiazole (10 mmol) and K2CO3 (15mmol) were added to 50 mL of acetone. After 10 min, appropriate 1-bromo–bromoalkane (12 mmol) was added and the mixture was stirred at room temperature for 24 h. After this time the suspension was filtered from inorganic material and the solvent was evaporated under reduced pressure. The residue was suspended in water and extracted with diethyl ether (3 × 50 mL). The combined extracts were washed with water, dried over anhydrous Na2SO4, and evaporated under reduced pressure to givein termediates 9-12 that were used without further purification for the final step. For analytical purpose,a little amount was purified by means of flash chromatography, using cyclohexane/ethyl acetate 9.5:0.5v/v as eluent. Analytical and spectral data are reported for novel compounds 9-12

22876-19-3, 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.,22876-19-3 ,5-Chlorobenzo[d]oxazole-2(3H)-thione, other downstream synthetic routes, hurry up and to see

Reference：
Article; Romeo, Giuseppe; Prezzavento, Orazio; Intagliata, Sebastiano; Pittala, Valeria; Modica, Maria N.; Marrazzo, Agostino; Turnaturi, Rita; Parenti, Carmela; Chiechio, Santina; Arena, Emanuela; Campisi, Agata; Sposito, Giovanni; Salerno, Loredana; European Journal of Medicinal Chemistry; vol. 174; (2019); p. 226 – 235;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

54903-16-1, 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. 2-Oxo-2,3-dihydrobenzo[d]oxazole-6-carboxylic acid, cas is 54903-16-1,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

c) Synthesis of compound (I-66) [Show Image] A compound 19 trihydrochloride (0.49 g, 1.40 mmol), and the known (J. Chem. Soc., 1921, viol.119, pp.1425-1432) compound 20 (0.25 g, 1.40 mmol) were dissolved in DMF (10 ml), HOBt monohydrate (0.21 g, 1.50 mmol), DMAP (17 mg, 0.14 mmol), N-methylmorpholine (0.69 ml, 6.30 mmol), and EDC (0.30 g, 1.50 mmol) were added, and the mixture was stirred at room temperature for 3 hours. Water (50 ml) was added, and the precipitated crystal was filtered, washed with water, and then dried. The resulting solid was recrystallized from ethyl acetate-methanol-diethyl ether to obtain a compound (I-66) (0.50 g, yield 89%). mp 156-158C 1H-NMR (DMSO-d6 / TMS) deltappm: 2.48-2.64 (m, 6H), 3.10-3.20 (m, 4H), 3.42 (q, J = 6.3Hz, 2H), 6.94 (d, J = 9.1Hz, 2H), 7.15 (d, J = 8.1Hz, 1H), 7.22 (d, J = 9.1Hz, 2H), 7.69-7.75 (m, 2H), 8.04 (t, J = 6.3Hz, 1H).

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 2-Oxo-2,3-dihydrobenzo[d]oxazole-6-carboxylic acid, 54903-16-1

Reference：
Patent; Shionogi&Co., Ltd.; EP2184272; (2010); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Name is 2-Oxo-2,3-dihydrobenzo[d]oxazole-6-carboxylic acid, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 54903-16-1, its synthesis route is as follows.

i. 2-oxo-2,3-dihydro-benzooxazole-6-carbonic-acid 13 (38.6 mg, 0.22 mmol), intermediate 12 (95.5 mg, 0.22 mmol) and 4-methylmorpholine (0.72 mL, 0.66 mmol) were given to DMF (3 mL). N-(3-dimethylaminopropyl)-N’- ethylcarbodiimide hydrochloride (41.4 mg, 0.22 mmol) and 1- hydroxybenzotriazolehydrate (29,2 mg, 0.2 mmol) were added at RT. It was stirred for 15 h at RT. The reaction mixture was poured onto water and extracted twice with ethyl acetate. The pooled organic phases were dried over sodium sulphate, filtrated and concentrated in vacuo until dryness. The oily residue was comminuted with diethyl ether, and the emerging solid was filtered off. A colourless solid (14, 50.4 mg, 0.09 mmol, 44%) in high purity was yielded.

54903-16-1, 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.,54903-16-1 ,2-Oxo-2,3-dihydrobenzo[d]oxazole-6-carboxylic acid, other downstream synthetic routes, hurry up and to see

Reference：
Patent; MERCK PATENT GMBH; SCHIEMANN, Kai; SCHULTZ, Melanie; STAEHLE, Wolfgang; WO2010/115491; (2010); A2;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

701-16-6, 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. 5-Fluoro-2-methylbenzo[d]oxazole, cas is 701-16-6,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

General procedure: The SBOs were prepared by the base-catalysed condensation of the appropriate 5-halogeno-2-methylbenzoxazole with the requisite aromatic aldehyde under phase transfer conditions. In a typical experiment, equimolar quantities (5 mmol) of the starting materials were dissolved in dichloromethane (20-50 ml) in the presence of benzyltriethylammonium chloride (3 mmol) and stirred magnetically under a nitrogen atmosphere as an aqueous solution of sodium hydroxide (50%, w/v, 5 ml) was added dropwise over a period of 10 min. After being stirred for 2-36 h until analytical thin layer chromatography indicated that the reaction was complete, the mixture was diluted with water (50 ml) and the SBO was extracted with dichloromethane (3×20 ml), dried (MgSO4), filtered, evaporated under reduced pressure and recrystallized from aqueous methanol or ethanol.

The chemical industry reduces the impact on the environment during synthesis,701-16-6,5-Fluoro-2-methylbenzo[d]oxazole,I believe this compound will play a more active role in future production and life.

Reference：
Article; Ayrton, Stephen T.; Panova, Jekaterina; Michalik, Adam R.; Martin, William H.C.; Gallagher, Richard T.; Bowen, Richard D.; International Journal of Mass Spectrometry; vol. 345-347; (2013); p. 120 – 131;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is 2-Benzoxazolinone, and cas is 59-49-4, its synthesis route is as follows.

2j: 3-(3-Chloro-propyl)-3H-benzoxazol-2-one Sodium hydride (60% in oil dispersion) (155 mmol) was washed with diethyl ether under an argon atmosphere, then suspended in DMF (75 mL). 3H-Benzoxazol-2-one (148 mmol) was dissolved in DMF (150 mL) and added drop wise to the slurry. After stirring for ca. 30 min. the mixture was homogenous and was then cooled to -5 C on an acetone-ice bath. 1-Bromo- 3-chloropropane (296 mmol) was dissolved in DMF (50 mL) and added drop wise to the cold solution. The reaction mixture was allowed to come to room temperature and stirring was continued for 18h. Poured into H2O, the aqueous phase was extracted x3 with ethyl acetate.The combined organic fractions were washed x2 with NH4Cl (aq., sat.) dried on MgSO4 and the solvent was removed by evaporation to yield an oil which solidified on standing. The obtained solid was washed with diethyl ether and dried in vacuo. The product was udes without further purification.Yield = 54%1H NMR (D6-DMSO): 2.16 (qui, 2H); 3.71 (t, 2H); 3.96 (t, 2H); 7.14 (t, IH); 7.24 (t, IH);7.29-7.36 (2H).

59-49-4, 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.,59-49-4 ,2-Benzoxazolinone, other downstream synthetic routes, hurry up and to see

Reference：
Patent; H. LUNDBECK A/S; WO2009/106534; (2009); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

3621-81-6, 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. 2,5-Dichlorobenzooxazole, cas is 3621-81-6,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 2,5-dichlorobenzo[d]oxazole (5 g, 26.6 mmol) in dry dichloromethane (50 ml_) was added 2M dimethylamine in THF (26.6 mL, 53.2 mmol), and the mixture was cooled to 0C. To this cold reaction mixture was added triethylamine (5.6 mL, 39.9 mmol) drop-wise and the mixture was allowed to stir at room temperature for 4 h. After the completion of the reaction, the reaction mixture was treated with H20 (2 x 20 mL) and extracted with dichloromethane. The organic layer was separated, dried over Na2S04, filtered and evaporated to afford a white solid which was triturated with diethyl ether to afford the titlecompound (4.9 g, 94 %). (0493) MS: 197.2 (M+H)+. (0494) 1H-NMR (400 MHz, DMSO-c/6) d = 7.40 (d, J = 8.40 Hz, 1 H), 7.30 (d, J = 2.00 Hz, 1 H), 6.99- 6.99 (m, 1 H), 3.13 (s, 6H).

The chemical industry reduces the impact on the environment during synthesis,3621-81-6,2,5-Dichlorobenzooxazole,I believe this compound will play a more active role in future production and life.

Reference：
Patent; AC IMMUNE SA; NAMPALLY, Sreenivasachary; GABELLIERI, Emanuele; MOLETTE, Jerome; (220 pag.)WO2019/134978; (2019); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Name is 2-Chloro-6-fluorobenzo[d]oxazole, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 153403-53-3, its synthesis route is as follows.

Amine hydrochloride (737.4 g, 2.59 mol) and 2-chloro-5-fluorobenzoxazole (457.4 g, 2.67 mol) were suspended in N,N-dimethylformamide (3.69 L). Triethylamine (2.17 L, 15.54 mol) and potassium iodide (128.9 g, 0.78 mol) were added thereto. To the mixture, 2-chloro-5-fluorobenzoxazole (457.4 g, 2.67 mol) dissolved in N,N-dimethylformamide (1.48 L) was added dropwise under ice-cooling and stirring. After finishing the drop-wise addition, the mixture was stirred under ice-cooling for 1 hour, at room temperature for 1 hour and then at 40 C. for 2 hours. The mixture was cooled to room temperature under ice-cooling. Water (5.16 L) was added dropwise and the mixture was suspended. After stirring at room temperature for 3 hours, the precipitated crystals were filtrated and washed with water (5.16 L) to give the desired crude product (903.4 g).

153403-53-3, 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.,153403-53-3 ,2-Chloro-6-fluorobenzo[d]oxazole, other downstream synthetic routes, hurry up and to see

Reference：
Patent; Shionogi & Co., Ltd.; US2010/273841; (2010); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

One of the major reasons for studying chemical kinetics is to use measurements of the macroscopic properties of a system, such as the rate of change in the concentration of reactants or products with time. 112704-79-7, Name is 4-Bromo-2-fluorobenzoic acid, formurla is C7H4BrFO2. In a document, author is Nikoofar, Kobra, introducing its new discovery. Name: 4-Bromo-2-fluorobenzoic acid.

ZrOCl2 center dot 8H(2)O@ nano SiO2 has been synthesized for the first time via a simple procedure and characterized by SEM (scanning electron microscopy), FT-IR, and EDX (energy-dispersive X-ray) techniques. The efficiency of the prepared nanostructure has been explored for the synthesis of benzimidazoles via the condensation reaction of orthoesters and diamines at 60 degrees C under solvent-free conditions. The successful synthesis of benzoxazole has also been explored through the condensation of orthoesters with 2-aminophenol in water media at room temperature. The recovery and reusability of the nanocatalyst has also been examined via 4 runs without activity loss. Partial short reaction times, high yields of products, mild reaction conditions in the absence of any hazardous solvent, and reusability of the nanocatalyst are noteworthy advantages of this method.

If you are hungry for even more, make sure to check my other article about 112704-79-7, Name: 4-Bromo-2-fluorobenzoic acid.

Reference:
Benzoxazole – Wikipedia,
,Benzoxazole | C7H5NO – PubChem

Chemistry, like all the natural sciences, Quality Control of Trifluoromethanesulfonamide, begins with the direct observation of nature— in this case, of matter.421-85-2, Name is Trifluoromethanesulfonamide, SMILES is O=S(C(F)(F)F)(N)=O, belongs to benzoxazole compound. In a document, author is Dai, Xue-Min, introduce the new discover.

A series of polyamic acid copolymers (co-PAAs) with para-hydroxyl groups was synthesized using two diamine monomers, namely p-phenylenediamine (p-PDA) and 5-amino-2-(2-hydroxy-5-aminobenzene)-benzoxazole (m-pHBOA), of different molar ratios through copolymerization with 3,3,4,4-biphenyltetracarboxylic dianhydride (BPDA) in N,N-dimethyacetamine (DMAc). The co-PAA solutions were used to fabricate fibers by dry-jet wet spinning, and thermal imidization was conducted to obtain polyimide copolymer (co-PI) fibers. The effects of the m-pHBOA moiety on molecular packing and physical properties of the prepared fibers were investigated. Fourier transform infrared (FTIR) spectroscopic results confirmed that intra/intermolecular hydrogen bonds originated from the hydroxyl group and the nitrogen atom of the benzoxazole group and/or the hydroxyl group and the oxygen atom of the carbonyl group of cyclic imide. As-prepared PI fibers displayed homogenous and smooth surface and uniform diameter. The glass transition temperatures (T(g)s) of PI fibers were within 311-337 degrees C. The polyimide fibers showed 5% weight loss temperature (T-5%) at above 510 degrees C in air. Two-dimensional wide-angle X-ray diffraction (WXRD) patterns indicated that the homo-PI and co-PI fibers presented regularly arranged polymer chains along the fiber axial direction. The ordered molecular packing along the transversal direction was destroyed by introducing the m-pHBOA moiety. Moreover, the crystallinity and orientation factors increased with increasing draw ratio. Small-angle X-ray scattering (SAXS) results showed that it is beneficial to reduce defects in the fibers by increasing the draw ratio. The resultant PI fibers exhibited excellent mechanical properties with fracture strength and initial modulus of 2.48 and 89.73 GPa, respectively, when the molar ratio of p-PDA/m-pHBOA was 5/5 and the draw ratio was 3.0.

Note that a catalyst decreases the activation energy for both the forward and the reverse reactions and hence accelerates both the forward and the reverse reactions. you can also check out more blogs about 421-85-2. Quality Control of Trifluoromethanesulfonamide.

Reference:
Benzoxazole – Wikipedia,
,Benzoxazole | C7H5NO – PubChem