Category: 6232-12-8

Related Products of 6232-12-8, 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. 6232-12-8, name is Ethyl 4-(aminomethyl)benzoate hydrochloride, This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of compound 33c (600 mg, 2.24 mmol) in THF(6.0 mL) were added oxalyl chloride (0.590 mL, 6.72 mmol) andN,N-dimethylformamide (1 drop). After being stirred for 1 h atroom temperature, the mixture was concentrated in vacuo. Theresidue was resuspended in THF (6.0 mL), and to the mixture wereadded ethyl 4-(aminomethyl)benzoate hydrochloride (965 mg,4.48 mmol) and triethylamine (1.20 mL, 8.96 mmol). After beingstirred for 12 h at room temperature, the mixture was concentratedin vacuo. The residue was taken up in ethyl acetate, washedwith 1 M hydrochloric acid (2), saturated sodium hydrogen carbonatesolution, 1 M hydrochloric acid, brine, dried over Na2SO4and concentrated in vacuo. The residue was crystallized from ethylacetate to give 34b (771 mg, 80%) as a white powder. mp 227-228 C. 1H NMR (300 MHz, DMSO-d6) d 1.31 (3H, t, J = 6.2 Hz),1.36 (3H, t, J = 6.2 Hz), 4.31 (2H, q, J = 7.1 Hz), 4.40 (2H, q,J = 7.1 Hz), 4.65 (2H, d, J = 5.5 Hz), 7.50 (2H, d, J = 8.5 Hz), 7.93(2H, d, J = 8.5 Hz), 8.57 (1H, s), 11.3 (1H, s), 13.5 (1H, s). Anal. Calcdfor C20H19N3O6S0.20H2O: C, 55.47; H, 4.52; N, 9.70. Found: C,55.50; H, 4.39; N, 9.73.

The chemical industry reduces the impact on the environment during synthesis Ethyl 4-(aminomethyl)benzoate hydrochloride. I believe this compound will play a more active role in future production and life.

Reference:
Article; Nara, Hiroshi; Sato, Kenjiro; Naito, Takako; Mototani, Hideyuki; Oki, Hideyuki; Yamamoto, Yoshio; Kuno, Haruhiko; Santou, Takashi; Kanzaki, Naoyuki; Terauchi, Jun; Uchikawa, Osamu; Kori, Masakuni; Bioorganic and Medicinal Chemistry; vol. 22; 19; (2014); p. 5487 – 5505;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 6232-12-8, 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. 6232-12-8, name is Ethyl 4-(aminomethyl)benzoate hydrochloride belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Reference Example 178 ethyl 5-{[({4-[(ethyloxy)carbonyl]phenyl}methyl)amino]carbonyl}-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-2-carboxylate (2089) (2090) To a mixture of 2-[(ethyloxy)carbonyl]-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-5-carboxylic acid (600 mg, 2.24 mmol) obtained in Reference Example 176 and THP (6 mL) were added oxalyl chloride (0.590 mL, 6.72 mmol) and DMF (0.0500 mL, 0.650 mmol) and the mixture was stirred at room temperature for 1 hr. The reaction mixture was concentrated under reduced pressure. To a suspension of the concentrated residue in THF (6 mL) were added ethyl 4-(aminomethyl)benzoate hydrochloride (966 mg, 4.48 mmol) and triethylamine (1.20 mL, 8.96 mmol), and the mixture was stirred at room temperature for 12 hrs. The reaction mixture was concentrated under reduced pressure and ethyl acetate was added to the obtained residue. The organic layer was washed with 1N hydrochloric acid, saturated aqueous sodium hydrogen carbonate solution, 1N hydrochloric acid and saturated brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The concentrated residue was crystallized from ethyl acetate to give the title compound as a white powder (771 mg, 80%). (2091) melting point: 227-228 C. (2092) 1H NMR (300 MHz, DMSO-d6) delta 1.31 (3H, t, J=6.2 Hz), 1.36 (3H, t, J=6.2 Hz), 4.31 (2H, q, J=7.1 Hz), 4.40 (2H, q, J=7.1 Hz), 4.65 (2H, d, J=5.5 Hz), 7.50 (2H, d, J=8.5 Hz), 7.93 (2H, d, J=8.5 Hz), 8.57 (1H, s), 11.27 (1H, s), 13.53 (1H, s).

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, Ethyl 4-(aminomethyl)benzoate hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Takeda Pharmaceutical Company Limited; Terauchi, Jun; Nara, Hiroshi; Oki, Hideyuki; Sato, Kenjiro; (166 pag.)US2015/329556; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 6232-12-8,Some common heterocyclic compound, 6232-12-8, name is Ethyl 4-(aminomethyl)benzoate hydrochloride, molecular formula is C10H14ClNO2, 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.

4-Chloro-naphthalimidyl-methylbencoic acid- ethylester (2):; 20.0 g (93.2 mM) 4- aminomethylbencoic acid-ethylester hydrochloride , 21.68 g (93.2 mM) 4-Chloro-l,8-naphthalic anhydride and 19.78 g triethylamine (195.5 mM) in 400 ml DMF were heated to 900C and stirred overnight.[0044] After cooling to room temperature, 100 ml H2O were added to precipitate the desired product.[0045] The 4-Chloro-naphthalimidyl-methylbencoic acid-ethylester was recrystallized from EtOH. Yield: 15.8 g.[0046] The HPLC (Vydac 10-90- 15) shows a single peak at t = 14.04 and the mass peak MH+ = 394.8 ( M = 393.82) was found in the Matrix Assisted Laser Desorption/Ionization Time-of- Flight (MALDI-TOF) mass spectrum.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 4-(aminomethyl)benzoate hydrochloride, its application will become more common.

Reference:
Patent; ROCHE DIAGNOSTICS GMBH; F. HOFFMANN-LA ROCHE AG; WO2006/58778; (2006); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics