Category: 29026-74-2

Related Products of 29026-74-2,Some common heterocyclic compound, 29026-74-2, name is 2-Isopropoxyaniline, molecular formula is C9H13NO, 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: 2-Hydroxynaphthalene-1-carboxylic acid or 1-hydroxynaphthalene-2-carboxylic acid (5.30 mmol) and appropriate alkoxyaniline (5.30 mmol) were suspended in 30 mL of dry chlorobenzene. Phosphorous trichloride (2.65 mmol) was added dropwise, and reacting mixture was heated in the microwave reactor for 15 min at 130 C using infrared flask-surface control of temperature. Solvent was evaporated in vacuum; residue solid was washed with 2M HCl and crystallized from aqueous ethanol. If necessary, column chromatography was used for further purification (mobile phase DCM:MeOH 19:1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Isopropoxyaniline, its application will become more common.

Synthetic Route of 29026-74-2, 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. 29026-74-2, name is 2-Isopropoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 2; preparation of 2-[(2-Hydroxy-ethyl)-(2-isopropoxy-phenyl)-amino]-ethanol; 2-Isopropoxy-phenylamine (5 gm, 0.033 mole) was dissolved in chlorobonzene (25 ml) and to reaction mixture was added triethylamine (16.7 gm, 0.165 mole) under stirring. After this, 2-chloroethanol (13.25 gm, 0.165 mole) was added and reaction mixture refluxed for 12 to 15 hours. The reaction was quenched by adding water (50 ml) to it and extracted with dichloromethane (3×50 ml). The organic layer dried over anhydrous sodium sulphate (Na2S04) and concentrated to give the crude product. The crude product thus obtained was purified on a silica gel (60-120 mesh) column using dichloromethane-methanol as eluent. Yield: 5.8 gm (73%)

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, 2-Isopropoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; RANBAXY LABORATORIES LIMITED; WO2005/113498; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 29026-74-2, The chemical industry reduces the impact on the environment during synthesis 29026-74-2, name is 2-Isopropoxyaniline, I believe this compound will play a more active role in future production and life.

EXAMPLE 4 Ethyl 1,6-dihydro-2-methylthio-6-oxo-5-pyrimidinecarboxylate (15 g) and 2-(1-methylethoxy)aniline (11.5 g) are added to ethanol (100 ml), and the mixture is refluxed with stirring for 17 hours. After cooling, the precipitate is collected by filtration and recrystallized from DMF to give ethyl 1,6-dihydro-2-[2-(1-methylethoxy)anilino]-6-oxo-5-pyrimidinecarboxylate (8.5 g). M.p. 205-207 C. Elemental analysis for C16 H19 N3 O4: Calcd. (%): C, 60.56; H, 6.03; N, 13.24. Found (%): C, 60.73; H, 6.12; N, 13.40. IR numaxnujol cm-1: 3000-3300 (NH), 1720 (C=O), 1600 (C=O). NMR (DMSO-d6) delta: 1.34 (6H, d, J=7 Hz, OCH(CH3)2), 1.30 (3H, t, J=7 Hz, OCH2 CH3), 4.26 (2H, q, J=7 Hz, OCH2 CH3), 4.73 (1H, m, OCH(CH3)2), 6.86-7.30 (3H, m, Ar–H), 8.32 (1H, d, J-8 Hz, Ar–H), 8.53 (1H, s, C4 –H), 8.20-12.30 (2H, b, 2*NH). Mass m/e: 317 (M+).

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, 2-Isopropoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Morishita Pharmaceutical Co. Ltd.; US4666915; (1987); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 29026-74-2, 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. 29026-74-2, name is 2-Isopropoxyaniline, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 242C 1-(2-isopropoxyphenyl)piperazine The product from Example 242B (3.5 g, 23.2 mmol) was added slowly to bis-2-chloroethylaime hydrochloride (4.96 g, 27.78 mmol) at room temperature and refluxed for 48 hours. The reaction was cooled to room temperature and sodium carbonate added (9 g) and refluxed for another 48 hours. The mixture was cooled to room temperature, filtered and the white solid partitioned between dichloromethane and 3N sodium hydroxide. The organic phase was dried over magnesium sulfate, filtered and concentrated under reduced pressure to afford 3.2 g (63%) pink oil. 1H NMR (300 MHz, CDCl3) delta1.4 (d, 6H, J=6 Hz), 1.5-1.6 (m, 4H), 2.45-2.65 (m, 4H), 3.43 (m, 1H), 6.6-6.8 (m, 2H), 6.81-6.91 (m, 2H); MS (DCI/NH3) m/e 221 (M+H)+.

The chemical industry reduces the impact on the environment during synthesis 2-Isopropoxyaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Bhatia, Pramila A.; Daanen, Jerome F.; Hakeem, Ahmed A.; Kolasa, Teodozyj; Matulenko, Mark A.; Mortell, Kathleen H.; Patel, Meena V.; Stewart, Andrew O.; Wang, Xueqing; Xia, Zhiren; Zhang, Henry Q.; US2004/29887; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 29026-74-2, 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. 29026-74-2 name is 2-Isopropoxyaniline, 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.

General procedure: Ethyldiisopropylamine (EDIPA) (0.326 mL, 1 .87 mmol, 1 .0 eq) was added to a solution of 2-(2-chloroethanamido)benzoic acid (0.400 g, 1 .87 mmol) at 25C in dioxane (10 mL) and stirred for 2 minutes before the dropwise addition of phosphorous trichloride (0.309 mL, 2.25 mmol, 1 .2 eq). After 5 minutes of stirring, O-isopropoxyaniline (0.31 1 g, 2.06 mmol, 1 .1 eq) was added, and the resulting mixture was heated to 70C and stirred for an additional 6 hours. Upon completion, the reaction was carefully quenched with saturated aqueous NaHC03, diluted with water, and extracted 3 times with EtOAc. The combined organic layers were dried (Na2SO4), concentrated, and the crude material was purified by combi flash 0 to 50% EtOAc in hexanes to provide 2-(chloromethyl)-3-(2-isopropoxyphenyl)quinazolin-4(3H)-one (333 mg, 54% yield).1H NMR (400 MHz, CDCI3): delta 8.32 p.p.m. (m, 1H), 7.89 (m, 1H), 7.54 (m, 1H), 7.38 (dd, J1=7.7, J2=1.6, 1H), 7.11 (m, 1H), 4.58 (hept, J= 1.5 Hz, 1H), 4.38 (d, J=12 Hz, 1H), 4.19 (d, J=12 Hz, 1H), 1.26 (d, J=6.1, 3H), 1.17 (d, J=6.1, 1H), 13C NMR (125 MHz): delta 161.6, 153.0, 152.4, 147.2, 134.5, 131.1, 130.8, 127.6, 127.5, 127.3, 125.3, 121.4, 121.0, 114.3, 71.2, 43.7, 22.2, 21.8; HRMS (m/z): [M+] calculated for C18H17CIN2O2 328.79, found 329.1

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Isopropoxyaniline, and friends who are interested can also refer to it.

Reference:
Patent; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; STOCKWELL, Brent R.; WELSCH, Matthew; YANG, Wan Seok; WO2014/11973; (2014); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem