Day: June 1, 2021

As a common heterocyclic compound, it belongs to benzoxazole compound, name is Benzo[d]oxazole-2-thiol, and cas is 2382-96-9, its synthesis route is as follows.

Example 2 (Compound No. 8 in Table) Production of 9-(benzoxazol-2-ylthio)-N-(2-methylthio-3-pyridyl)nonanamide: The reaction and the treatment were conducted in the same manner as in Example 1 except that 9-bromononanoyl chloride was used instead of 6-bromohexanoyl chloride to obtain 9-bromo-N-(2-methylthio-3-pyridyl)nonanamide. To a DMF (5 ml) solution of this amide (90 mg, 0.25 mmol) and 2-mercaptobenzoxazole (38 mg, 0.25 mmol) were added potassium carbonate (42 mg, 0.30 mmol) and 18-crown-6 (7 mg, 0.03 mmol), and the mixture was stirred at 80C for 3 hours. The reaction mixture was allowed to cool, and then extracted with ethyl acetate. The organic layer was washed with water and then with a saturated aqueous solution of sodium chloride, and dried over sodium sulfate. Subsequently, the solvent was distilled off, and the resulting residue was recrystallized from a mixture of ethyl acetate-hexane to obtain 83 mg (yield 77%) of the desired compound as a colorless powdery crystal. Melting point: 84 – 85C IR (KBr) cm-1:3465, 3276, 2926, 1664, 1505.

2382-96-9, 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.,2382-96-9 ,Benzo[d]oxazole-2-thiol, other downstream synthetic routes, hurry up and to see

Reference：
Patent; KOWA COMPANY LTD.; EP979823; (2000); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

59-49-4, 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-Benzoxazolinone, cas is 59-49-4,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Intermediates 10-17 were prepared following literature methods [49] with slight modifications. 2-Benzoxazolone 8 or 2-benzothiazolone 9 (7.4mmol), appropriate 1-omega-dibromoalkane (8mmol), potassium carbonate (8mmol) and acetone (10mL) were refluxed for 4h and then allowed to stand at room temperature. The mixture was filtered to eliminate inorganic material and then evaporated under reduced pressure to obtain a residue, which was taken up in water. The solution was extracted with dichloromethane (3×50 mL) and the combined extracts were washed with water, dried, and evaporated. The residue was triturated twice with light petroleum ether 40-60C to give intermediates 10-17 that were used without further purification in the subsequent steps. Analytical and spectral data are reported only for unknown compounds 13 and 17.

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-Benzoxazolinone, 59-49-4

Reference：
Article; Salerno, Loredana; Pittala, Valeria; Modica, Maria N.; Siracusa, Maria A.; Intagliata, Sebastiano; Cagnotto, Alfredo; Salmona, Mario; Kurczab, Rafa?; Bojarski, Andrzej J.; Romeo, Giuseppe; European Journal of Medicinal Chemistry; vol. 85; (2014); p. 716 – 726;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Name is 2-(Bromomethyl)benzo[d]oxazole, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 73101-74-3, its synthesis route is as follows.

EXAMPLE 5 Various compounds of the formula: STR10 as listed in the following Table 4 were prepared in substantially the same manner as in Examples 3 and 4. example 6 benzoxazole-2-methanesulfonyl chloride: To a solution of 3.0 g of 2-bromomethylbenzoxazole [prepared according to the procedures described in Belgian Pat. No. 624,463] in 40 ml of methanol was added a solution of 1.9 g of sodium sulfite in 40 ml of water. The mixture was heated with stirring at 60 C. for 6 hours and concentrated under reduced pressure to give crude sodium benzoxazole-2-methanesulfonate (4.5 g).

73101-74-3, 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.,73101-74-3 ,2-(Bromomethyl)benzo[d]oxazole, other downstream synthetic routes, hurry up and to see

Reference：
Patent; Dainippon Pharmaceutical Co., Ltd.; US4172896; (1979); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

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

Oxalyl chloride (1.20 g, 9.4 mmol) was added dropwise to a stirred suspension of 2- mercapto-5-chlorobenzoxazol (1.28 g, 6.9 mmol) in CH2C12 (37 mL) at < 20C. DMF (4.59 g, 62.8 mmol) was added dropwise. A vigorous gas formation was observed and the suspension turned into a solution halfway throughout the addition. The reaction mixture was stirred for 20 minutes. Two additional aliquots oxalyl chloride (1 : 0.20g, 1.35 mmol; 2: 0.40 g, 2.70 mmol) were added and the reaction mixture was stirred for 1.5 hours. HPLC indicated complete conversion of 2-mercapto-5-chlorobenzoxazol into 2,5- Dichlorobenzoxazol . 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：
Patent; SANDOZ AG; BARTH, Roland; HOeFERL-PRANTZ, Kathrin; RICHTER, Frank; WIDSCHWENTER, Gerhard; (166 pag.)WO2016/20405; (2016); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Name is 2-Methylbenzo[d]oxazol-6-amine, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 5676-60-8, its synthesis route is as follows.

2,2,2-trifluoro-N-(2-methylbenzo[d]oxazol-6-yl)acetamide A solution of 2-methylbenzo[d]oxazol-6-amine (8.4 g, 56.7 mmol) in pyridine (80 mL) at 0 C. was treated with TFAA (19.8 mL, 141.0 mmol) and stirred at rt for 4 h. The reaction mixture was diluted with water (100 mL) and the product extracted with EtOAc (3*100 mL). The organics were washed with brine, dried over Na2SO4, and concentrated to obtain the crude 2,2,2-trifluoro-N-(2-methylbenzo[d]oxazol-6-yl)acetamide (15.0 g), (MS: ESI +ve, 245.20 [M-H]); 1H NMR: (400 MHz, DMSO) delta: 2.61 (s, 3H), 7.61-7.56 (m, 1H), 7.69-7.67 (d, J=8.4, 1H), 8.04-8.04 (d, J=2, 1H), 11.45 (s, 1H).

5676-60-8, 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.,5676-60-8 ,2-Methylbenzo[d]oxazol-6-amine, other downstream synthetic routes, hurry up and to see

Reference：
Patent; FLATLEY DISCOVERY LAB; Cole, Bridget M.; US2014/274933; (2014); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

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

INVENTIVE EXAMPLE 41 5-Chloro-2-(4-methyl-1-homopiperazinyl)benzoxazole 5-Chloro-2-mercaptobenzoxazole (1 g) was dissolved in toluene (50 ml), N-methylhomopiperazine (3.3 ml) was added dropwise to the solution and then the mixture was stirred with heating for 2 hours. After evaporation of the solvent, the thus obtained mixture was purified by a silica gel column chromatography (methylene chloride_methanol=20:1) to obtain the title compound 5-chloro-2-(4-methyl-1-homopiperazinyl)-benzoxazole (882 mg).

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：
Patent; Meiji Seika Kaisha, Ltd; Koichi Shudo; US6037342; (2000); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

132244-31-6, 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-Bromobenzo[d]oxazole, cas is 132244-31-6,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a flame-dried reaction tube was added 1,3-azoles (0.5 mmol, 1.0 eq), 1,10-phenoline (0.5 mmol, 1.0 eq), LiOtBu (1.0 mmol, 2.0 eq), CuBr2 (0.10 mmol, 0.2 eq) and iodine (0.75 mmol, 1.5 eq). Dry 1,4-dioxane (2 mL) was added to the mixture and the mixture was heated to 80C by putting the reaction tube to a preheated oil bath until the products were not increased. The mixture was cooled to room temperature and filtered through a short pad of silica gel. The silica gel was washed with EtOAc (20 mL) and the combined the organic phase was concentrated under reduced pressure to give a residue which was purified by silica gel column chromatography to afford the iodination product.

The chemical industry reduces the impact on the environment during synthesis,132244-31-6,5-Bromobenzo[d]oxazole,I believe this compound will play a more active role in future production and life.

Reference：
Article; Zhao, Xia; Ding, Fang; Li, Jingyu; Lu, Kui; Lu, Xiaoyu; Wang, Bin; Yu, Peng; Tetrahedron Letters; vol. 56; 3; (2015); p. 511 – 513;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Name is 6-Bromobenzo[d]oxazol-2(3H)-one, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 19932-85-5, its synthesis route is as follows.

The bromo compound R (1.0 g, 4.67 mmol) was taken in an oven-dried RB equipped with magnetic stir-bar and dissolved in anhydrous THF (9 mL). The solution was cooled to -78 C. and MeMgBr (1.8 mL) was added slowly. The mixture was stirred for 45 min and anhydrous THF (37.5 mL) was added slowly to maintain the internal temperature at -50 C. After the solution was cooled back to -78 C., t-BuLi (10.6 mL, 9.8 mmol, 1.6 M in pentane) was added dropwise. Next, DMF (2.2 mL, 28.1 mmol) was added slowly to the yellow solution and the dry-ice bath was removed after 15 min. After 2 h, the reaction was quenched with water and the THF was removed under vacuo on a rotary evaporator. The residue was dissolved in ethyl acetate and washed with 1N HCl (5 mL). The organic layer was separated and the aqueous layer was extracted with ethyl acetate (3×5 mL). The organic layers were combined, dried over Na2SO4 and concentrated under vacuo on a rotary evaporator. The crude was first recrystallized from hexanes/ethyl acetate and then purified via gradient silica gel column chromatography using a mixture of hexanes and ethyl acetate (10:1 to 1:1) to obtain the desired aldehyde S as a white solid (500 mg, 66%). 1H NMR (500 MHz, CDCl3): delta 9.85 (s, 1H), 7.66 (dd, J=7.9 Hz, 1.2 Hz, 1H), 7.63 (s, 1H), 7.11 (d, J=7.9 Hz, 1H). 13C NMR (125 MHz, CDCl3): delta 190.9, 155.2, 144.1, 135.9, 131.4, 128.2, 109.6, 109.5

19932-85-5, 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.,19932-85-5 ,6-Bromobenzo[d]oxazol-2(3H)-one, other downstream synthetic routes, hurry up and to see

Reference：
Patent; DUTTA, Aloke K.; US2014/309427; (2014); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

151230-42-1, 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. 6-Bromo-2-methylbenzo[d]oxazole, cas is 151230-42-1,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

[001255] Part 2: A mixture of 6-bromo-2-methylbenzo[d]oxazole (1.06 g, 5.0 mmol), 4,4,4?,4?,5 ,5 ,5?,5?-octamethyl-2,2?-bi( 1,3 ,2-dioxaborolane) (1.40 g, 5.5 mmol), KOAc (1.47 g, 15 mmol) and Pd(dppf)C12.CH2C12 (122 mg, 0.15 mmol) in dioxane ( 8 mL) was degassed and heated under N2 at 85 C. After 15 hours, the mixture was diluted with EtOAc, filtered through celite and concentrated. The residue was chromatographed to give 2-methyl-6-(4,4,5,5- tetramethyl- 1,3 ,2-dioxaborolan-2-yl)benzo [d]oxazole as a light orange solid (1 .30 g, 100%), MS m/z 260.4 [M+H].

The chemical industry reduces the impact on the environment during synthesis,151230-42-1,6-Bromo-2-methylbenzo[d]oxazole,I believe this compound will play a more active role in future production and life.

Reference：
Patent; PTC THERAPEUTICS, INC.; F. HOFFMANN-LA ROCHE AG; QI, Hongyan; CHOI, Soongyu; DAKKA, Amal; KARP, Gary, Mitchell; NARASIMHAN, Jana; NARYSHKIN, Nikolai; TURPOFF, Anthony, A.; WEETALL, Maria, L.; WELCH, Ellen; WOLL, Matthew, G.; YANG, Tianle; ZHANG, Nanjing; ZHANG, Xiaoyan; ZHAO, Xin; GREEN, Luke; PINARD, Emmanuel; RATNI, Hasane; WO2013/119916; (2013); A2;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

136992-95-5, 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. Benzo[d]oxazol-7-amine, cas is 136992-95-5,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

General procedure: 6-Bromo-4-chloroquinoline (1.0 equiv.) and 3,4,5-trimethoxyaniline (1.1 equiv.) were suspended in ethanol (10 mL) and refluxed for 18 h. The crude mixture was purified by flash chromatography using EtOAc:hexane followed by 1-5% methanol in EtOAc, solvent was removed under reduced pressure to afford the desired product (1, 8-11, 13-31, and 33-43).

The chemical industry reduces the impact on the environment during synthesis,136992-95-5,Benzo[d]oxazol-7-amine,I believe this compound will play a more active role in future production and life.

Reference：
Article; Asquith, Christopher R.M.; Bennett, James M.; Su, Lianyong; Laitinen, Tuomo; Elkins, Jonathan M.; Pickett, Julie E.; Wells, Carrow I.; Li, Zengbiao; Willson, Timothy M.; Zuercher, William J.; Molecules; vol. 24; 22; (2019);,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem