Category: 1943-79-9

1943-79-9, The chemical industry reduces the impact on the environment during synthesis 1943-79-9, name is Phenyl methylcarbamate, I believe this compound will play a more active role in future production and life.

Sodium hydride (60% in oil, 228 mg, 5.7 mmol) was gradually added to a N,N-dimethylformamide (0.5 ml) solution of 5-nitroindole (0.841 g, 5.19 mmol) while stirring at room temperature; phenyl N-methylcarbamate (1.02 g, 6.74 mmol) was added thereto; and the reaction mixture was stirred overnight. The reaction mixture was partitioned between ethyl acetate and water; and the organic layer was washed with water and brine, dried over anhydrous sodium sulfate. This was concentrated under reduced pressure; and the residue was purified by silica gel column chromatography (hexane-ethyl acetate, sequentially ethyl acetate) to yield the title compound (600 mg). 1H-NMR Spectrum (DMSO-d6) delta (ppm): 2.88 (3H, d, J=4.4 Hz), 6.94 (1H, d, J=3.6 Hz), 8.03 (1H, d, J=3.6 Hz), 8.15 (1H, dd, J=2.4, 9.2 Hz), 8.35-8.43 (2H, m), 8.59 (1H, d, J=2.4 Hz).

The chemical industry reduces the impact on the environment during synthesis Phenyl methylcarbamate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Eisai Co., Ltd.; EP1522540; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

1943-79-9, name is Phenyl methylcarbamate, belongs to amides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: Phenyl methylcarbamate

To a solution of amine 11 (0.8 g, 3.35 mmol) in 20 mL of DMSO,were added N-methylphenylcarbamate (0.76 g, 5.03 mmol) andtriethylamine (0.7 mL, 5.03 mmol). The mixture was stirred andheated at 60 C for 3 h, then hydrolyzed and extracted with CH2Cl2.The organic layer was washed with an aqueous solution of 1 M HCland water, dried over MgSO4, filtered and concentrated underreduced pressure. The obtained product was then purified by flashchromatography using a mixture of cyclohexane/ethyl acetate(8:2). Recrystallization from toluene gave 11f as a white solid (45%yield); Mp 142-144 C; 1H NMR (300 MHz, CDCl3): delta 7.98 (d, 1H,8.7 Hz), 7.62 (dd, 1H, 7.8 Hz and 1.2 Hz), 7.51 (dd, 1H, 7.8 Hz and1.2 Hz), 7.32 (t, 1H, 7.8 Hz), 6.92 (d, 1H, 8.7 Hz), 4.80 (br s, 1H), 4.23(br s, 1H), 4.09 (s, 3H), 3.60 (q, 2H, 6.6 Hz), 3.38 (t, 2H, 6.6 Hz), 2.67(d, 3H, 4.8 Hz); 13C NMR (75 MHz, CDCl3): delta 161.7,159.1,145.0,139.3,136.1, 130.2, 126.3, 125.1, 123.9, 112.7, 53.4, 41.6, 32.0, 27.1; IR (upsilon,cm-1, KBr): 3368 (NH), 3291 (NH), 1653 (C=O); MS (APCI, pos. 30V) m/z: [M+H]+, 260.30. HRMS (ESI+): m/z = calcd. for C14H17N3O2[M+H]+ 260.13935 found: 260.13831.

The synthetic route of 1943-79-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Landagaray, Elodie; Ettaoussi, Mohamed; Rami, Marouan; Boutin, Jean A.; Caignard, Daniel-Henri; Delagrange, Philippe; Melnyk, Patricia; Berthelot, Pascal; Yous, Said; European Journal of Medicinal Chemistry; vol. 127; (2017); p. 621 – 631;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 1943-79-9,Some common heterocyclic compound, 1943-79-9, name is Phenyl methylcarbamate, molecular formula is C8H9NO2, 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.

Phenyl N-methylcarbamate (350 mg, Production example 2-1) was added to a solution of 4-(3-methyl-1H-5-indolyl)oxy-2-pyridinamine (500 mg), sodium hydride (93 mg) and N,N-dimethylformamide (5 ml) at room temperature; and the reaction mixture was stirred for 2 hours and 45 minutes. Water was added to the reaction mixture; extraction was performed with ethyl acetate; and purification was performed by NH-silica gel column chromatography (Fuji Silysia, hexane: ethyl acetate = 1: 2, sequentially, ethyl acetate) to yield the title compound as a pale yellow amorphous solid (365 mg). 1H-NMR Spectrum (DMSO-d6) delta (ppm): 2.19 (3H, s), 2.80 (3H, d, J=4.0 Hz), 5.73 (1H, d, J=2.4 Hz), 5.83 (2H, s), 6.12 (1H, dd, J=5.6, 2.4 Hz), 7.00 (1H, dd, J=8.8, 2.4 Hz), 7.27 (1H, d, J= 2.4 Hz), 7.64 (1H, s), 7.75 (1H, d, J=5.6 Hz), 7.98 (1H, q, J=4.0 Hz), 8.24 (1H, d, J=8.8 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Phenyl methylcarbamate, its application will become more common.

Reference:
Patent; Eisai Co., Ltd.; EP1522540; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1943-79-9, name is Phenyl methylcarbamate, belongs to amides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1943-79-9, Recommanded Product: 1943-79-9

Production Example 19-7 5-((2-Aminopyridin-4-yl)oxy)-6-(difluoromethoxy)-N-methyl-1H-indole-1-carboxamide 4-((6-(Difluoromethoxy)-1H-indol-5-yl)oxy)pyridin-2-amine described in Production Example 19-6 (4.4 mg, 0.015 mmol) was dissolved in N,N-dimethylformamide (500 muL), then 50-72% oily sodium hydride (4.1 mg) was added under nitrogen atmosphere at 0 C., and the mixture was stirred at room temperature for 30 minutes. The mixture was cooled to 0 C. again and phenyl methylcarbamate described in Production Example 1-7 (16.4 mg, 0.108 mmol) was added, and the mixture was stirred at room temperature for 50 minutes. Water and ethyl acetate were added to the reaction mixture for partition. The organic layer was washed with a saturated saline solution, then dried over anhydrous sodium sulfate and filtered, and then the filtrate was concentrated under vacuum. The residue was dissolved in dichloromethane and the resultant was purified with NH silica gel column chromatography (n-heptane:ethyl acetate=1:1-0:1-ethyl acetate_methanol=99:1-9:1), and then the target fraction was concentrated under vacuum to obtain the title compound (4.3 mg, 82%). 1H-NMR Spectrum (CDCl3) delta (ppm): 3.08 (3H, d, J=4.8 Hz), 4.44 (2H, brs), 5.49 (1H, brs), 5.91 (1H, d, J=1.8 Hz), 6.26 (1H, dd, J=6.2, 2.2 Hz), 6.50 (1H, t, J=74.0 Hz), 6.61 (1H, d, J=3.7 Hz), 7.35 (1H, s), 7.41 (1H, d, J=3.7 Hz), 7.92 (1H, d, J=5.9 Hz), 8.23 (1H, s).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Eisai R&D Management Co., Ltd.; Funasaka, Setsuo; Okada, Toshimi; Tanaka, Keigo; Nagao, Satoshi; Ohashi, Isao; Yamane, Yoshinobu; Nakatani, Yusuke; Karoji, Yuki; US2014/235614; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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 1943-79-9 as follows. category: amides-buliding-blocks

General procedure: alpha-amino methyl ester hydrochloride (2 mmol) and carbamate (2.2 mmol) were dissolved in amixture of acetonitrile (12 ml) and triethylamine (6 ml) and reaction mixture was refluxed for 10h. Then, NaOH (5 mmol) was added and reaction was continued for another 8 hours. After thecompletion of the reaction, solvents were distilled off, and the residue was partitioned betweenethyl acetate and 0.1N aqueous HCl and extracted. The organic layer was washed with brine followed by drying over anhydrous Na2SO4. The concentration of the organic layer gave thecrude product which was purified either by recrystallization (hexane-ethyl acetate mixture) or bycolumn chromatography (hexane:ethylacetate) to afford the desired product.

According to the analysis of related databases, 1943-79-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Tanwar, Dinesh Kumar; Ratan, Anjali; Gill, Manjinder Singh; Synlett; vol. 28; 17; (2017); p. 2285 – 2290;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 1943-79-9,Some common heterocyclic compound, 1943-79-9, name is Phenyl methylcarbamate, molecular formula is C8H9NO2, 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.

To a solution of (2R,4S,4aS)-8-amino-2,4-dimethyl-l,2,4,4a-tetrahydro-2’H,6H-spiro[l,4- oxazino[4,3-a]quinoline-5,5′-pyrimidine]-2′,4′,6′(leta,3eta)-trione (Intermediate 34, 250 mg, 0.74 mmol) in anhydrous THF (20 mL) at 0 0C was added triethylamine (2.5 g, 0.024 mol) followed by methylphenoxycarbamate (0.66 mmol) and the mixture was refluxed for 48 hours. Methyl phenoxy carbamate was prepared by stirring methyl amine (1 eq.) and phenylchloro formate (1 eq.) in DCM at -30 0C to room temperature for 4 hours, and was purified by column chromatography. The reaction mixture was quenched with HCl (IN, 30 ml) and extracted with ethyl acetate (5 x 20 mL). The organic phase was dried over anhydrous sodium sulphate and was concentrated under reduced pressure. The residue thus obtained was washed with ether and further purified by preparative TLC to give the title compound. Yield: 20 mg (70%). MS(ES) MH+: 402.2 for Ci9H23N5O5 1H NMR (400 MHz, DMSO-d6) delta : 0.9 (d, 3H), 1.1 (d, 3H), 2.5 (d, 3H), 2.9 (d, IH), 3.1 (d, IH), 3.5 (d, IH), 3.55 (m, 2H), 3.85 (d, IH), 5.8 (m, IH), 6.7 (d, IH), 6.9 (s, IH), 7.1 (d, IH), 11.7 (bs, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Phenyl methylcarbamate, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/4382; (2009); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 1943-79-9, name is Phenyl methylcarbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of Phenyl methylcarbamate

Methane sulfonic acid (1.4 g) was added to a mixture of S-{(3R)-5-oxo-1-[(6-phenoxypyridin-3-yl)methyl]pyrrolidin-3-yl)ethanethioate (1.0 g) obtained in Example 38 and isopropyl alcohol (5 mL), and the mixture was stirred at 90C for 5 hours. The reaction mixture was cooled to 60C, potassium carbonate (2.0 g) and isopropyl alcohol (5 mL) were added thereto, and the mixture was stirred at the same temperature for 1 hour. Tri-n-butylphosphine (59 mg) and phenyl methylcarbamate (0.7 g) were added to the mixture, and stirring was continued at the same temperature for another 1 hour. The mixture was cooled to 0 to 10C, citric acid mono hydrate (1.5 g) was added thereto, and then water was added to the mixture while maintaining the same temperature. The mixture was extracted with ethyl acetate and washed with saturated brine. The organic layer was dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and thus obtained residue was purified by silica gel chromatography (ethyl acetate) to yield 0.7 g (69%) of the title compound. 1H-NMR (CDCl3) delta: 2.40-2.48(1 H, m), 2.82-2.94(3 H, m), 3.23-3.29 (1 H, m), 3.75-3.81(1 H, m), 4.04-4.08(1 H, m), 4.40-4.49(2 H, m), 5.60 (1 H, brs), 6.87 (1 H, d, J=8.4 Hz), 7, 11-7.22(3 H, m), 7.37-7.42(2 H, m), 7.58-7.62(1 H, m), 8.05(1 H, d, J=2.2 Hz).

The synthetic route of 1943-79-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1500658; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 1943-79-9, name is Phenyl methylcarbamate, 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. 1943-79-9

5-((2-amino-4-pyridyl)oxy)-3-chloro-1H-1-indole (4.0 g, 15 mmol, CAS No. 417721-98-3) which was described in WO 02/32872 was dissolved in N,N-dimethylformamide (20 ml); sodium hydride (0.68 g, 60% in oil) and phenyl N-methylcarbamate (2.6 g, the product of Production example 2-1) were added thereto; and the reaction mixture was stirred at room temperature for 1 hour. The reaction mixture was partitioned between ethyl acetate and water; and the organic layer was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (Fuji Silysia NH, hexane: ethyl acetate = 1: 2) to yield the title compound as a colorless amorphous solid(1.5 g). 1H-NMR Spectrum (DMSO-d6) delta (ppm): 2.83 (3H, d, J=4.0 Hz), 5.78 (1H, d, J=2.0 Hz), 5.88 (2H, brs), 6.14 (1H, dd, J=2.0, 5.8 Hz), 7.14 (1H, dd, J=2.4, 9.0 Hz), 7.23 (1H, d, J=2.4 Hz), 7.78 (1H, d, J=5.8 Hz), 8.08 (1H, s), 8.19 (1H, m), 8.32 (1H, d, J=9.0 Hz).

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 1943-79-9.

Reference:
Patent; Eisai Co., Ltd.; EP1522540; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

1943-79-9, The chemical industry reduces the impact on the environment during synthesis 1943-79-9, name is Phenyl methylcarbamate, I believe this compound will play a more active role in future production and life.

Sodium hydride (60% in oil, 228 mg, 5.7 mmol) was gradually added to a N,N-dimethylformamide (0.5 ml) solution of 5-nitroindole (0.841 g, 5.19 mmol) while stirring at room temperature; phenyl N-methylcarbamate (1.02 g, 6.74 mmol) was added thereto; and the reaction mixture was stirred overnight. The reaction mixture was partitioned between ethyl acetate and water; and the organic layer was washed with water and brine, dried over anhydrous sodium sulfate. This was concentrated under reduced pressure; and the residue was purified by silica gel column chromatography (hexane-ethyl acetate, sequentially ethyl acetate) to yield the title compound (600 mg). 1H-NMR Spectrum (DMSO-d6) delta (ppm): 2.88 (3H, d, J=4.4 Hz), 6.94 (1H, d, J=3.6 Hz), 8.03 (1H, d, J=3.6 Hz), 8.15 (1H, dd, J=2.4, 9.2 Hz), 8.35-8.43 (2H, m), 8.59 (1H, d, J=2.4 Hz).

The chemical industry reduces the impact on the environment during synthesis Phenyl methylcarbamate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Eisai Co., Ltd.; EP1522540; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

1943-79-9, 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. 1943-79-9 name is Phenyl methylcarbamate, 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 10 Synthesis of N-methyl-N’-phenyl urea: 15.1 g. of phenyl N-methylcarbamate, 9.3 g. of aniline and 5.4 g. of the tetraethylammonium salt of 2-hydroxy-5-nitro-pyridine are refluxed in 200 ml. of ethanol for 5 hours. The reaction solution is concentrated, and the residue is dissolved in 100 ml. of chloroform, washed successively with 50 ml. of 1N sodium carbonate, 50 ml. of 1N hydrochloric acid and 100 ml. of water, and dried. By concentrating to dryness and recrystallizing from 120 ml. of ethanol, crystals of N-methyl-N-phenylurea having a m.p. of 150 – 151C. are obtained in 91% yield. When phenyl N-methyldithiocarbamate is used in place of phenyl N-methylcarbamate, N-methyl-N’-phenylthiourea is obtained in 79% yield, m.p. 113C. In either case, the reaction rate is considerably lower without the catalyst than with the catalyst.

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; Kyowa Hakko Kogyo Co., Ltd.; US3963728; (1976); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics