Category: 52099-72-6

Reference of 52099-72-6, These common heterocyclic compound, 52099-72-6, name is 1-(Prop-1-en-2-yl)-1H-benzo[d]imidazol-2(3H)-one, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

(3-Isopropenyl-2-oxo-2,3-dihydro-benzoimidazol-1-yl)-acetic acid methyl ester N-isopropenyl-2-benzimidazolone (15.0 g, 86.10 mmol), methyl bromoacetate (13.2 g, 86.1 mmol) and potassium carbonate (14.25 g, 103.26 mmol) were stirred in acetonitrile (300 ml) at room temperature overnight. The next day the reaction mixture was filtered and concentrated to give 21.0 g (99% yield) of (3-isopropenyl-2-oxo-2,3-dihydro-benzoimidazol-1-yl)-acetic acid methyl ester as a clear oil: 1H NMR (DMSO-d6) delta 2.13 (s, 3H), 3.69 (s, 3H), 4.74 (s, 2H), 5.17 (s, 1H), 5.38 (s, 1H), 7.05-7.23 (m, 4H); IR (KBr, cm-1) 2955, 1755, 1714, 1493, 757; MS m/e 247 (MH+).

Statistics shows that 1-(Prop-1-en-2-yl)-1H-benzo[d]imidazol-2(3H)-one is playing an increasingly important role. we look forward to future research findings about 52099-72-6.

Reference:
Patent; Yu, Kuo-Long; Wang, Xiangdong; Sun, Yaxiong; Cianci, Christopher; Thuring, Jan Willem; Combrink, Keith; Meanwell, Nicholas; Zhang, Yi; Civiello, Rita L.; US2003/207868; (2003); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 52099-72-6, 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. 52099-72-6, name is 1-(Prop-1-en-2-yl)-1H-benzo[d]imidazol-2(3H)-one belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

1) added to the three-opening bottle -1 – 1, 3 – dihydro – 2H – (1 – methyl vinyl) benzimidazolone (10 g, 0.06 muM), N, N – dimethyl formamide (50 ml) and NaOH (4.6 g, 0 . 11 muM); dropwise 1, 2 – Dibromoethane (21.5 g, 0 . 11 muM), in the 25 – 30 C under stirring 4 hours; after the reaction is completed, water and ethyl acetate, separating the organic phase; the aqueous phase is extracted with ethyl acetate. The combined organic phase washing, drying, filtering, the concentrated oil of 1, 3 – dihydro -1 – (2 – bromomethyl) -3 – (isopropenyl) – 2H – benzimidazolone 13.9 g (purity 90.8%, yield is 86.2%)

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, 1-(Prop-1-en-2-yl)-1H-benzo[d]imidazol-2(3H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Suzhou Kelun Pharmaceutical Co., Ltd.; Sichuan Kelun Pharmaceutical Institute Co., Ltd.; Zhao Fulu; Zhang Yong; Cui Hua; Ma Changpeng; Wang Lichun; Wang Jingyi; (16 pag.)CN107235913; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

52099-72-6, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 52099-72-6, name is 1-(Prop-1-en-2-yl)-1H-benzo[d]imidazol-2(3H)-one, A new synthetic method of this compound is introduced below.

1-Isopropyl-1,3-dihydro-benzoimidazol-2-one A mixture of 1-isopropenyl-1,3-dihydro-benzoimidazol-2-one (J. Davoll, J. Chem. Soc. 1960, 308) (6.90 g, 39.6 mmol) and 10% palladium on carbon (1.0 g) in MeOH (50 mL) was placed in a Parr shaker under hydrogen (40 psi) for 2 h. The reaction mixture was filtered through celite and evaporated to give 6.97 g (100%) of 1-isopropyl-1,3-dihydro-benzoimidazol-2-one as a white solid. 1H NMR (CDCl3) delta 1.57 (d, J=7.1 Hz, 6H), 4.70-4.81 (m, 1H), 7.02-7.10 (m, 2H), 7.10-7.20 (m, 2H); MS m/e 177 (MH+); Anal. Calcd for C10H12N2O: C, 68.16; H, 6.86; N, 15.90; Found: C, 68.05; H, 6.63; N, 15.77.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Yu, Kuo-Long; Wang, Xiangdong; Sun, Yaxiong; Cianci, Christopher; Thuring, Jan Willem; Combrink, Keith; Meanwell, Nicholas; Zhang, Yi; Civiello, Rita L.; US2003/207868; (2003); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 52099-72-6 as follows. 52099-72-6

1-Isopropenyl-2-benzimidazolone (4.0 g, 0.023 mol), Intermediate I (9.8 g, 0.03 mol), 45% NaOH (12¡¤5 g, 0¡¤14 mol), was added to a 250 ml reaction flask. 25 ml of propanol and 110 ml of water were heated to 75 degrees and stirred for 2 hours. The reaction was completed, concentrated hydrochloric acid was added to adjust PHI, stirring was continued for 1 h, and the solid obtained by filtration was cooled.Adding to DCM and water, adjusting the pH to alkaline, separating the organic layer, drying and concentrating, and concentrating the obtained product by recrystallization from acetone to obtain the finished product of Flibanserin.

According to the analysis of related databases, 52099-72-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Guangzhou Langsheng Pharmaceutical Co., Ltd.; Li Zhimin; Chen Yuhua; Zhao Yujiao; Chen Weiqiang; Zhao Zhirong; Lu Zhijun; (7 pag.)CN109384680; (2019); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

52099-72-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 52099-72-6 name is 1-(Prop-1-en-2-yl)-1H-benzo[d]imidazol-2(3H)-one, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Example V To a stirred solution of 8.5 parts of 1,3-dihydro-1-(1-methylethenyl)-2H-benzimidazol-2-one in 45 Parts of N,N-dimethylformamide are added portionwise 1.7 parts of sodium hydride dispersion 78%. After stirring for 1 hour at room temperature, the whole is cooled to 0-5 C and 8.65 parts of 1-bromo-3-chloropropane are added dropwise (slowly). Upon completion, stirring is continued for 3 hours at room temperature. The reaction mixture is poured onto crushed ice and the product is extracted with methylbenzene. The extract is washed with water, dried, filtered and evaporated. The residue is crystallized from 2-propanol, yielding 5.5 parts (44%) of 1-(3-chloropropyl)-1,3-dihydro-3-(1-methylethenyl)-2H-benzimidazol-2-one; mp. 115 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(Prop-1-en-2-yl)-1H-benzo[d]imidazol-2(3H)-one, and friends who are interested can also refer to it.

Reference:
Patent; Janssen Pharmaceutica N.V.; US4035369; (1977); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem