Month: August 2021

Adding a certain compound to certain chemical reactions, such as: 631-58-3, name is Propanethioamide, 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 631-58-3, HPLC of Formula: C3H7NS

Process Step [V3]: 4-[2-Ethyl-4-(4-fluorophenyl)-1,3-thiazol-5-yl]pyridine (Ex. 41)At room temperature, 1.31 g (14.7 mmol) propanethioamide are added to a solution of 5.00 g (13.3 mmol) of 2-bromo-1-(4-fluorophenyl)-2-(4-pyridyl)ethanone hydrobromide (described, for example, in Chem. Pharm. Bull. 2005, 53, 410-418) in 30 ml of DMF, and the mixture is stirred for 16 h. Subsequently, the reaction mixture is stirred into 100 ml of ice-water, 50 ml of a saturated aqueous Na-HCO3 are added and the mixture is extracted with ethyl acetate (3×100 ml). The combined organic phases are washed with water (2×100 ml), dried over MgSO4 and freed from the solvent under reduced pressure. The crude product is then purified by column chromatography on silica gel (cyclohexane/ethyl acetate). This gives 2.85 g (75%) of the desired product; 1H-NMR(DMSO-d6) delta: 8.53 (d, 2H), 7.47 (m, 2H), 7.26 (d, 2H), 7.17 (m, 2H), 3.05 (q, 2H), 1.37 (t, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Propanethioamide, and friends who are interested can also refer to it.

Reference:
Patent; Bayer CorpScience AG; US2010/168185; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 14658-93-6, These common heterocyclic compound, 14658-93-6, name is 2-Hydroxy-N,N-dimethylacetamide, 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.

EXAMPLE 9.2 (R)-1-(4-amino-3-chloro-5-trifluoromethyl-benzyl)-2-[4-((R)-2-dimethylcarbamoylmethoxycarbonyl-pyrrolidin-1-yl)-piperidin-1-yl]-2-oxo-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate 25 mg (0.08 mmol) TBTU and 11 muL (0.08 mmol) triethylamine were added to a solution of 50 mg (0.07 mmol) (R)-1-(4-amino-3-chloro-5-trifluoromethyl-benzyl)-2-[4-((R)-2-carboxy-pyrrolidin-1-yl)-piperidin-1-yl]-2-oxo-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate in 1 mL DMF and stirred for 10 min at RT. 8.1 mg (0.08 mmol) 2-hydroxy-N,N-dimethyl-acetamide were added to the reaction mixture and this was shaken overnight at RT. After filtration through a syringe filter the reaction solution was purified by HPLC without further working up. The fractions containing the product were combined and freeze-dried. Yield: 38 mg (68% of theory) ESI-MS: (M+H)+=820/822 (Cl)

The synthetic route of 14658-93-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mueller, Stephan Georg; Rudolf, Klaus; Lustenberger, Philipp; Schaenzle, Gerhard; Santagostino, Marco; Stenkamp, Dirk; Arndt, Kirsten; Doods, Henri; US2007/49581; (2007); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 112101-81-2,Some common heterocyclic compound, 112101-81-2, name is R-5-(2-Aminopropyl)-2-methoxybenzenesulfonamide, molecular formula is C10H16N2O3S, 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.

Into a 4-necked 500ml round bottom flask, equipped with Dean-stark apparatus, 150ml of toluene, 24.4gms (0.1mole) of (R)-5-(2-aminopropyl)-2-methoxy benzene sulfonamide of formula-IV and 12.2gms (1.1mole) of 4-hydroxybenzaldehyde are charged. The reaction was carried out azeotrophically and the water (1.8ml) collected and separated. Then the solvent is removed under vacuum at temp max 80C. Cooled to 25-30C. The vacuum is released under N2 atmosphere. A thick oily mass which solidified on storage which is the compound of 2-methoxy-5-(2R)-2-{[(1-E/Z-4-hydroxyphenylmethylene)amino]propyl} benzenesulfonamide of formula-IIIc (35.0gms). Recrystallized sample (from IPA) has the following characteristics. MR : 96-100C 1H [NMR : (200MHz, CDCl3+DMSO-d6) delta 1.23-1.26 (d, 3H), 2.84-2.87 (t, 2H), 3.43-3.52 (m, 1H), 3.92 (s, 3H), 6.0, (broad, 2H), 6.8-7.7 (aromatic, 7H), 7.95 (s, imine, 1H) IR (KBr), 3352, 3257, 2969, 1640, 1606, 1585, 1484, 1394, 1158, 1070, 1018 cm-1

The synthetic route of 112101-81-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NATCO PHARMA LIMITED; WO2004/16582; (2004); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 5472-37-7, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 5472-37-7, name is N-(2-Amino-4-methoxyphenyl)acetamide, This compound has unique chemical properties. The synthetic route is as follows.

[023] Water (20 ml.), potassium hydroxide (6. 5 gm.), ethanol (7 ml.) & carbon DISULFIDE (7 ML. ) ARE ADDED TO THE AMINO ACETANILIDE (9.0 GM. ). SLOWLY THE REACTION mixture is heated to 80-90C & maintained for 8-10 hours. The reaction mixture is COOLED TO 10-15C. CONC. HYDROCHLORIC ACID SOLUTION (9 ML. ) IS ADDED TO REACTION mass to precipitate the product. The crude product is purified by acid base treatment to obtain pure 2-mercapto-5-methoxy benzimidazole. The yield of the product is 8 gm.

The chemical industry reduces the impact on the environment during synthesis N-(2-Amino-4-methoxyphenyl)acetamide. I believe this compound will play a more active role in future production and life.

Reference:
Patent; IPCA LABORATORIES LIMITED; WO2004/92142; (2004); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 107017-73-2, 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. 107017-73-2 name is tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate, 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.

8.2 1-aminocyclopropanemethanol 1.04 g tert-butyl (1-hydroxymethylcyclopropyl)-carbamidate are placed in 5 ml dioxane. 2.5 ml HCl in dioxane (4 mol/l) are added dropwise. The reaction mixture is stirred for 15 h at ambient temperature. The solvent is evaporated down by half and the precipitated solid is suction filtered. 0.5 g product are obtained as the hydrochloride. 1H NMR (400 MHz, DMSO): 5.27 (1H, t); 0.91 (2H, t); 0.71 (2H, t).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2010/305102; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 46460-73-5, name is Benzyl (3-aminopropyl)carbamate, A new synthetic method of this compound is introduced below., Recommanded Product: Benzyl (3-aminopropyl)carbamate

More specifically, commercially available mono-Cbz (benzyloxycarbonyl) protected 1,3-diaminopropane (1 g, 4.08 mmol) was suspended in dry dichloromethane (10 mL). The reaction was cooled in an ice bath and sequentially treated with triethylamine (4.2 mmol, 0.58 mL) and 2-trimethylsilylethyl-N-succinimidyl carbonate (Teoc-Osu, 1.06 g, 4.1 mmol). After stirring at rt for 16 hr, the reaction was diluted with dichloromethane and extracted with 5percent HCl, saturated NaHCO3 solution, brine, dried (MgSO4) and concentrated. The crude residue obtained was dissolved in ethyl acetate (30 mL) and hydrogenated using 10percent Palladium/carbon using a hydrogen balloon. After 16 hr at room temp, the reaction was filtered through celite and the filter bed washed with additional ethyl acetate. The filtrate was concentrated and the crude residue was dissolved in a mixture of dichloromethane (10 mL) and methanol (30 mL). 3,5-Dibromobenzaldehyde (1.05 g, 4 mmol) and glacial acetic acid (1 mL) were added to the reaction. After stirring for 15 minutes at room temp, sodium cyanoborohydride (0.38 g, 6 mmol) was added to the reaction, which was stirred for an additional 16 h at room temp. The reaction was diluted with additional dichloromethane and the organic phase was sequentially washed with sat. NaHCO3 solution, brine, dried (MgSO4) and concentrated. The crude residue obtained was purified by chromatography on silica gel using ethyl acetate/hexanes. 1H NMR (300 MHz, CDCl3) delta 7.51 (s, 1H), 7.38 (s, 2H), 5.16 (s, br, 1H), 4.12 (t, 2H), 3.69 (s, 2H), 3.25 (m, 2H), 2.64 (t, 2H), 1.65 (m, 2H), 0.95 (t, 2H).

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; Seth, Punit P.; Robinson, Dale E.; Jefferson, Elizabeth Anne; Swayze, Eric E.; US2006/30603; (2006); 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 98-18-0 as follows. category: amides-buliding-blocks

Scheme A[00230] A flask was charged with 3-aminobenzene sulfonamide (3.3 g, 19 mmol), and 20 mL of 1:1 acetone .1H2O. The solution was stirred at room temperature until the aminobenzene sulfonamide had dissolved. The flask was then cooled in an ice bath and dimethylamino-acetyl chloride HCl (4.6 g, 29 mmol) was added. To the resulting slurry sodium bicarbonate (4.8 g, 57 mmol) was added over a 15 m period. After 30 min the reaction was removed from the ice bath and allowed to stir at room temperature for 15 h. The reaction mixture was then filtered and washed with methanol and acetonitrile. The filtrate was dried on a rotary evaporator to yield 2-(dimethylamino)-JV-(3-sulfamoyl- phenyl)acetamide, which was submitted to the next step without further purification. MS (EI) m/z C10H15N3O3S: 258.0

According to the analysis of related databases, 98-18-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EXELIXIS, INC.; WO2007/44729; (2007); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 354-38-1,Some common heterocyclic compound, 354-38-1, name is 2,2,2-Trifluoroacetamide, molecular formula is C2H2F3NO, 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.

General procedure: The enynones (2) (0.50 mmol), trifluoroacetamide (1) (100 mg, 0.88 mmol), RuCl2(bpy)3 (9.6 mg, 0.015 mmol, 0.030 equiv), Na2CO3 (53 mg, 0.50 mmol, 1.0 equiv), and 1,2-dichloromethane (5.0 mL) were added to a reaction tube equipped with a stir bar. The tube was then exposed to blue LEDs irradiation at room temperature in air with stirring for 8 h. After the reaction was completed, the reaction mixture was extracted with 1,2-dichloromethane (30 mL),and washed with water (30 mL). The organic phase was dried with MgSO4 and evaporated in vacuo after filtration. The resulting residue was purified by column chromatography on silica gel to give the desired products 3.

The synthetic route of 354-38-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chen, Taotao; Wu, Wei; Weng, Zhiqiang; Tetrahedron; vol. 75; 51; (2019);,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 26723-60-4, name is 3-Chloro-6,11-dihydro-5,5-dioxo-11-hydroxy-6-methyldibenzo[c,f][1,2]thiazepine, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C14H12ClNO3S

Example 2 S^I-Dichloro-betajH-dihydro-e-methyl-deltajdelta-dioxodibenzoICjfUI^JthiazepineA suspension of compound of Formula III (58.0 g) in dichloromethane (600 ml) is cooled to 0-10 0C, HCI gas is bubbled through the above suspension for 2-4 hour at 0-10 0C. Upon completion of starting material, filter the precipitate and dry the solids obtained until constant weight to provide the title compound in 90-95% yield.

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 26723-60-4.

Reference:
Patent; BIOPHORE INDIA PHARMACEUTICALS PVT. LTD.; RANGISETTY, Jagadeesh, Babu; PULLAGURLA, Manik, Reddy; BHUDETI, Rajesh; WO2010/70667; (2010); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 1120-16-7, name is Dodecanamide, molecular formula is C12H25NO, 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. Computed Properties of C12H25NO

A flask was charged with N-(7-chloro-7,8-dihydro-1,8- naphthyridin-2yl)dodecanamide (6) (15.6 g, 42.8mmol), dodecanamide (10.3 g, 51.3mmol), Pd(OAc)2 (593 mg, 2.6 mmol), Xantphos (3.3 g, 5.8mmol), K2CO3 (5.9 g, 42.8mmol), and dry dioxane (250 mL). Oven-dried molecular sieves (4) were added and the mixture was stirred overnight at room temperature under Ar. Subsequently, the mixture was heated to 80 C and stirred overnight under Ar. After cooling to room temperature, the mixture was filtered and the residue was rinsed with CHCl3. Recrystallization in ethanol and purification by flash chromatography (80% CHCl3/20% EtOAc) yielded the product as a white solid (16.5 g, 73%). 1HNMR (400 MHz, CDCl3): 8.42 (d, 2H, J = 8.8 Hz, Ar), 8.14 (d, 2H, J = 8.8 Hz, Ar), 8.12 (bs, 2H, NH), 2.47 (t, 4H, J = 7.6 Hz, O=C-CH2), 1.56 (m, 4H, J = 8.0, 7.6 Hz, O=C-CH2-CH2), 1.26 (m, 32H, alkyl-CH2), 0.88 (t, 6H, alkyl-CH3). 13CNMR (100 MHz, CDCl3): 172.2, 153.74, 138.98, 113.34, 110.01, 76.75, 38.13, 31.90, 29.60, 29.44, 29.33, 29.15, 25.29, 22.68, 14.12. MALDI-ToF MS: calculated for C32H52N4O2 524.78, observed m/z 525.43 [M + H+], 1087.79 [dimer + K+]. Elemental analysis: calculated for C32H52N4O2: C, 73.24; H, 9.99; N, 10.68; O, 6.10%. Found: C, 73.35; H, 9.59; N, 10.26%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1120-16-7, its application will become more common.

Reference:
Article; Teunissen, Abraham J.P.; Van Der Haas, Roy J.C.; Vekemans, Jef A.J.M.; Palmans, Anja R.A.; Meijer; Bulletin of the Chemical Society of Japan; vol. 89; 3; (2016); p. 308 – 314;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics