Category: 6331-71-1

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. 6331-71-1, name is 4-Amino-N,N-dimethylbenzamide, A new synthetic method of this compound is introduced below., Formula: C9H12N2O

To a mixture of B-02b (1.68 g, 10.2 mmol) in 30 mL concentrated hydrochloric acid at -10 0C is added a solution of sodium nitrite (755 mg, 10.9 mmol) in 7 mL water. The reaction mixture is stirred for 1 h at 0 0C and then at -5 0C a solution of tin(II) chloride dehydrate (4.81 g, 21.4 mmol) in 10 mL concentrated HCl is added. The cooling bath is removed and the reaction mixture is stirred for 1 h at RT. The reaction mixture is basified with 8 M aqueous sodium hydroxide and extracted with ethyl acetate. The combined organic phases are dried over MgSO4 and concentrated in vacuo. The residue is taken up in diethyl ether and 2 M HCl in diethyl ether is added until no more precipitate is formed. The precipitate is filtered of and dried in vacuo at 40 0C. Yield: 213 mg.

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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WO2009/112565; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 6331-71-1, A common heterocyclic compound, 6331-71-1, name is 4-Amino-N,N-dimethylbenzamide, molecular formula is C9H12N2O, 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.

The triflate E-7c (22.1 mg, 0.05720 mmol, 1.0 eq) was combined with 4-(amino)-N,N- dimethyl benzamide (11.27 mg, 0.06864 mmol, 1.2 eq), palladium(II)acetate (1.28 mg, 0.005720 mmol, 0.1 eq), Xantphos (6.62 mg, 0.01144 mmol, 0.2 eq) and potassium carbonate (180.9 mg, 1.1440 mmol, 20 eq). To this was added degassed 1,4-dioxane (3.0 mL). The vessel was then sealed, evacuated, and flushed with N2. The reaction was heated to 100 0C and stirred for 18 hours. The reaction was then cooled. The solvent was removed under reduced pressure. The residue was taken up in 4 mL of methanol and filtered through a 0.45 micron syringe filter. Purification by reverse phase preparatory HPLC provided Compound [103]. Data for Compound [103]: LCMS m/e 401; 1H NMR (400 MHz, Methanol-^) delta ppm 1.72 (s, 3 H), 1.76 (s, 3 H), 3.14 (s, 6 H), 5.10 – 5.19 (m, 1 H), 7.40 – 7.46 (m, 1 H), 7.46 – 7.53 (m, 2 H), 7.81 – 7.91 (m, 2 H), 8.34 – 8.44 (m, 1 H), 8.47 – 8.57 (m, 1 H), 9.11 – 9.18 (m, 2 H), 9.37 – 9.45 (m, 1 H).

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; MERCK SHARP & DOHME CORP.; BANYU PHARMACEUTICAL CO., LTD.; GOTO, Yasuhiro; SAGARA, Takeshi; FAN, Weiming; HAXELL, Thomas, F. N.; JENKS, Matthew, G.; MALASKA, Michael, J.; MOORE, Joseph, A., III; OUVRY, Gilles; PANDI, Bharathi; PEEL, Michael, R.; STEWARD, Kimberly, M.; WO2010/42337; (2010); A1;,
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. 6331-71-1, name is 4-Amino-N,N-dimethylbenzamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: amides-buliding-blocks

To a 500 ml three-mouth bottle by adding 200 ml of THF, cooling to 5 C the following add 17.3g (0.46mol, 4 . 0eq) of lithium aluminum hydride, then lower the temperature to the -5 C the following, the three aluminum chloride 3.0g (0.023mol, 0 . 2eq) THF slowly dropwise to the reaction in the solution, stirring for 10 min, temperature at 5 C the following starting to drop plus step amide 19.0g (0.114mol, 1 . 0eq) in 100 ml of solution THF. Added after stirring overnight TLC inspection reaction end, cooling to 0 C the following, starting the dropping water filtration, the filter cake is washed with dichloromethane eluviation, concentrated filtrate, vacuum distillation, to obtain colorless oily liquid 12.0g product. Yield: 71.0%, GC: 99.9%

The synthetic route of 6331-71-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shao Yuan Science and Technology (Shanghai) Co., Ltd.; Wu, Yong; Lei, Ting jun; Qi, Ming; (12 pag.)CN105461659; (2016); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 6331-71-1, These common heterocyclic compound, 6331-71-1, name is 4-Amino-N,N-dimethylbenzamide, 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.

Under argon, 200 mg (0.43 mmol) OF5- [ (3, 3-DIMETHYLBUTANOYL) AMINO]-L- (2-FLUORO- BENZYL)-LH-INDOLE-2-CARBOXYLIC acid (Example XXXIX) are dissolved in 2 ml of DMF, and 4 ml of pyridine are added. 489.2 mg (1.29 mmol) OF HATU are added to this solution, 140.8 mg (0.86 mmol) of 4-amino-N, N-dimethylbenzamide are then slowly added dropwise and the reaction mixture is stirred at RT overnight. For work- up, water is added and the mixture is extracted repeatedly with ethyl acetate. The combined organic phases are dried over sodium sulphate and filtered, and the solvent is removed under reduced pressure. The residue is purified by preparative HPLC. This gives 47.4 mg (15% OF THEORY) of product. HPLC (SYA-HPPSK2) : Rt = 4.69 min. MS (ESIpos): M/Z = 529 (M+H) +. 1H-NMR (400 MHz, DMSO-d6) : delta = 1.04 (s, 9H), 2.19 (s, 2H), 2.96 (s, 6H), 5.90 (s, 2H), 6.60 (t, 1H), 7.19 (t, 1H), 7.25 (q, 1H), 7.27-7. 50 (m, 3H), 7.79 (d, 2H), 7.81 (s, 1H), 8.10 (s, 1H), 9.75 (s, 1H), 10.51 (d, 1H).

The synthetic route of 6331-71-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER HEALTHCARE AG; WO2004/56768; (2004); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 6331-71-1, 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. 6331-71-1, name is 4-Amino-N,N-dimethylbenzamide, This compound has unique chemical properties. The synthetic route is as follows.

[00258] Compound 38 [00259] [00261] [00262] To a mixture of 4-chloro-6-((4,7-difluoro-2-methyl-lH-indol-5- yl)oxy)pyrimidine-5-carbonitrile (80 mg, 0.25 mmol) and 4-amino-N,N-dimethylbenzamide (49 mg, 0.30 mmol) in anhydrous DMSO (1.5 mL) was added TEA (0.122 mL; 0.875 mmol), and the resulting biphasic mixture was efficiently stirred at room temperature for ca. 3 days. The resulting mixture was diluted with EtOAc (100 mL) and washed with aq. NaHC03 (ca. 100 mL each; 50% NaHC03 saturation). The organic layer was separated and dried over anhydrous Na2S04 and concentrated. The resulting residue was purified by crystallization (DCM) to afford the desired product as a white solid (49 mg, 44% yield). 1H NMR (DMSO- d6, 400 MHz) delta 11.85 (br s, 1H), 10.20 (br s, 1H), 8.33 (s, 1H), 7.60 (d, J = 8.4 Hz, 2H), 7.41 (d, J = 8.4 Hz, 2H), 7.04-7.00 (m, 1H), 6.35 (s, 1H), 2.97 (s, 6H), 2.42 (s, 3H); MS (ESI): calcd for C23H18F2N602: 448, found: 449 (MH+).

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

Reference:
Patent; NANTBIOSCIENCE, INC.; TAO, Chunlin; POLAT,, Tulay; WEINGARTEN, Paul; NALLAN, Laxman; ARP, Forrest; WANG, Qinwei; HO, David; (129 pag.)WO2016/138527; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 6331-71-1, name is 4-Amino-N,N-dimethylbenzamide, 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 6331-71-1, 6331-71-1

EXAMPLE 22 A mixture of 9 parts of 4-amino-N,N-dimethylbenzamide, 137 parts of concentrated hydrochloric acid and 90 parts of water was stirred at room temperature. 21.6 Parts of a hydrogen peroxide solution 30% in water were added and the whole was stirred for 4 hours at room temperature. The product was extracted three times with dichloromethane. The combined extracts were dried, filtered and evaporated. The residue was purified by column chromatography over silica gel using a mixture of trichloromethane and methanol (98:2 by volume) as eluent. The pure fractions were collected and the eluent was evaporated. The residue was crystallized from 2,2′-oxybispropane. The product was filtered off and dried, yielding 5.78 parts (46%) of 4-amino-3,5-dichloro-N,N-dimethylbenzamide; mp. 134.2 C. (int. 110).

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, 4-Amino-N,N-dimethylbenzamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Janssen Pharmaceutica N.V.; US4880808; (1989); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

6331-71-1, A common heterocyclic compound, 6331-71-1, name is 4-Amino-N,N-dimethylbenzamide, molecular formula is C9H12N2O, 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.

Step 3: Synthesis of methyl 5-(N-(4- (dimethylcarbamoyl)phenyl)sulfamoyl)thiophene-2-carboxylate (Intermediate 75) To a solution of 4-amino-N,N-dimethylbenzamide (Int. 74) (57 g, 347 mmol) in pyridine (570 L, 7.06 mmol) kept at 0 degrees in an ice/water bath, methyl 5-(chlorosulfonyl)thiophene-2-carboxylate (100 g, 417 mmol) was added and the mixture stirred at 0 degrees for 3hr. The reaction mixture was diluted with HCl IN and extracted with AcOEt (x2). The organic phase was dried over Na2SO4 and concentrated under vacuum to give 100 mg of 5-(N-(4- (dimethy lc arb amoy l)pheny 1) sulf amoy l)thiophene -2 -carb oxy late (Int . 75).

The synthetic route of 6331-71-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHIESI FARMACEUTICI S.p.A.; ARMANI, Elisabetta; CAPALDI, Carmelida; CARZANIGA, Laura; ESPOSITO, Oriana; WO2013/182451; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

A common heterocyclic compound, 6331-71-1, name is 4-Amino-N,N-dimethylbenzamide, molecular formula is C9H12N2O, 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. 6331-71-1.

A solution of 26.4 g of 4-amino-N,N-dimethylbenzamide in 500 ml toluene and 60 g acetonylacetone is refluxed for 16 hours under a Dean-Stark water separator. The solution is washed with water and brine, dried over MgSO4, filtered and the solvent evaporated at 60 and reduced pressure. The residue is crystallized from ether-hexane 1:1 to yield 1-(4-dimethylcarbamoylphenyl)-2,5-dimethyl-1H-pyrrole, m.p. 102-104.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Amino-N,N-dimethylbenzamide, its application will become more common.

Reference:
Patent; Ciba-Geigy Corporation; US4960787; (1990); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics