Category: 16369-21-4

Reference of 16369-21-4, 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. 16369-21-4, name is 2-(Propylamino)ethanol, molecular formula is C5H13NO, The 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.

A mixture of 2-(bis{2-[(methylsulfonyl)oxy]ethyl}amino)-3,5-dinitrobenzoic acid (43) (333 mg, 0.7 mmol) and MgO (341 mg, 8.5 mmol) in CH2Cl2 ( 5 mL) was cooled to 0 C and treated with oxalyl chloride (364 muL, 4.2 mmol ) and DMF (3 drops). The mixture was stirred at 15 0C for 1 h, filtered and then treated with a solution of 2-(propylamino)ethanol (105 muL, 0.9 mmol) and triethyl amine (160 muL, 1.1 mmol) in CH2Cl2 (5 niL) The mixture was stirred at 0 C for 40 min, diluted with CH2Cl2, washed with water and aqueous solution of methane sulfonic acid. The organic layers were dried with Na2 SO4 and then concentrated under reduced pressure. The residue was then purified by flash column chromatography on silica gel eluting with CH2Cl2/MeOH (99:1) to provide 2-(2-{[(2- hydroxyethyl)(propyl)amino]carbonyl} {2-[(methylsulfonyl)oxy]ethyl}-4,6-dinitroanilino)ethyl methanesulfonate (20) (230 mg, 58 %) as a yellow gum; 1H NMR [(CDO2SO] (mixture of rotamers) 6 8.71, 8.69 (2dJ = 2.8 Hz, IH), 8.38, 8 25 (2d, / = 2.8 Hz, IH), 4.85, 4.82 (2t, J = 5.2 Hz, IH), 4.32-4.27 (m, 4H), 3.68-3.50 (m, 5H), 3.45-3.39 (m, 3H), 3.34-3.19 (m, 2H), 3.14 (2s, 6H), 1.70-1.60 (m, 2H), 0.93, 0.73 (2tJ = 7.4 Hz, 3H) HRMS(ESI) calcd for C18H29N4O12S2 [M+H]+ »/?* 557.1218: found 557.1202.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 16369-21-4, 2-(Propylamino)ethanol.

Reference:
Patent; AUCKLAND UNISERVICES LIMITED; PATTERSON, Adam, Vorn; SMAILL, Jeffrey, Bruce; DENNY, William, Alexander; WILSON, William, Robert; SYDDALL, Sophie; ASHOORZADEH, Amir; WO2010/44685; (2010); A1;,
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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. 16369-21-4, name is 2-(Propylamino)ethanol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 16369-21-4

General procedure: [HEA][HCO2], [HEPA][HCO2], [BHEA][HCO2], and [DEHEA][HCO2] were prepared by dropping the stoichiometric amount of formic acid to corresponding amino alcohol at 0 C. The reaction mixture was stirred at rt for 2 h under argon atmosphere. After completion of the reaction, the ionic liquid was washed with EtOAc and Et2O. The ionic liquid was dried in vacuo at 40 C.

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Reference:
Article; Suzuki, Hideyuki; Yoshioka, Seiki; Igesaka, Ami; Nishioka, Hiromi; Takeuchi, Yasuo; Tetrahedron; vol. 69; 31; (2013); p. 6399 – 6403;,
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Reference of 16369-21-4 ,Some common heterocyclic compound, 16369-21-4, molecular formula is C5H13NO, 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.

A stirred solution of 2-[bis(2-chloroethyl)amino]-3,5-dinitrobenzoic acid (22) (5.00 g, 14.20 mmol) in SOCl2 (50 mL) and DMF (5 drops) was heated under reflux for 3 h, then cooled to room temperature and the excess SOCl2 was removed under reduced pressure. The resulting crude 2- [bis(2-chloroethyl)amino]-3,5-dinitrobenzoyl chloride was dissolved in THF (40 mL) and slowly added to a stirred solution of 2-(propylamino)ethanol (4.60 g, 44.63 mmol) in THF (40 mL) at -10 C. The mixture was stirred for 20 min at -10 0C, then treated with aqueous HCl (0.5 M, 40 mL) to pH ~ 3 before being extracted with EtOAc. The combined organic layers were washed with brine, dried with Na2SO4 and concentrated under reduced pressure. The residue was purified by flash column chromatography on silica gel eluting with CH2Cl2/MeOH (99:1) to give 2-[bis(2-chloroethyl) amino]-iV-(2-hydroxyethyl)-3,5-dinitro-iJ-propylbenzamide (26) (3.73 g, 60%) as a yellow oil. 1HNMR [(CDj)2SO] (mixture of rotamers) delta 8.71, 8.68 (2dJ = 2.8 Hz, IH), 8.38, 8.24 (2dJ = 2.8 Hz, IH), 4.84, 4.80 (2tJ = 5.2 Hz, IH), 3.72-3.65 (m, 5H), 3.63-3.42 (m, 4H), 3.39-3.31 (m, 2H),3.24-3.12 (m, 2H), 1.66, 1.55 (2m, 2H), 0.94, 0.73 (2tJ = 7.4 Hz, 3H). HRMS(ESI) calcd for C16H23 Cl2N4O6 [M+H]+ m/z 437.0989: found 437.0993.

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. 16369-21-4, 2-(Propylamino)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AUCKLAND UNISERVICES LIMITED; PATTERSON, Adam, Vorn; SMAILL, Jeffrey, Bruce; DENNY, William, Alexander; WILSON, William, Robert; SYDDALL, Sophie; ASHOORZADEH, Amir; WO2010/44685; (2010); A1;,
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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. 16369-21-4, name is 2-(Propylamino)ethanol. A new synthetic method of this compound is introduced below., Application In Synthesis of 2-(Propylamino)ethanol

Preparation 17 4-propylmorpholine-2-one Methyl 2-bromoacetate (50 mL, 0.54 mol, 1 eq) was added slowly to N-propylaminoethanol (62.4 ml, 0.54 mol, 1 eq) and Et3N (75 ml, 0.54 mol, 1 eq) in toluene at 0 C. and allowed to stir at room temperature overnight. Water (1 L) was added, and the mixture extracted with EtOAc (2*500 mL). Brine (500 mL) was added to the aqueous layer, which was re-extracted with EtOAc (2*500 mL). Organic layers were combined, dried (MgSO4), filtered and solvent removed in vacuo to give 62.7 g (81%) of title compound as a clear oil. TLC EtOAc Rf=0.5 M/S (APCI+) 144 (MH+) 1H NMR (400 Mhz, CD3OD) deltaH 0.9 (t, 3H), 1.4-1.6 (m, 2H), 2.3-2.4 (m, 2H), 2.6-2.7 (m, 2H), 3.3 (s, 2H), 4.4 (m, 2H)

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, 16369-21-4, 2-(Propylamino)ethanol.

Reference:
Patent; Pfizer Inc; US2005/267096; (2005); A1;,
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Adding a certain compound to certain chemical reactions, such as: 16369-21-4, 2-(Propylamino)ethanol, 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, 16369-21-4, blongs to alcohols-buliding-blocks compound. Formula: C5H13NO

A mixture of 2-(propylamino)ethanol (41 mg, 0.397 mmol) and (R)-1-(3-((3′-(3- bromopropoxy)-2,2′-dimethyl-[1,1′-biphenyl]-3-yl)oxy)propyl)pyrrolidin-3-ol (20 mg, 0.043 mmol) in methanol (1.0 mL) and N,N-diisopropylethylamine (40 muL, 0.229 mmol) was heated at 65-70 C for 72 h. The crude material was purified via preparative LC/MS with the following conditions: Column: XBridge C18, 19 x 200 mm, 5-mum (0379) particles;Mobile Phase A: 5:95 acetonitrile: water with 10-mM ammonium acetate; Mobile Phase B: 95:5 acetonitrile: water with 10-mM ammonium acetate; Gradient: 20- 60% B over 15 minutes, then a 5-minute hold at 100% B; Flow: 20 mL/min to give the pure title compound: (12.5 mg, 59%). LC/MS Condition E: ret time 1.27 min; m/e = 485 (M+H)+; LC/MS Condition F: ret time 1.22 min; m/e = 485 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,16369-21-4, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; YEUNG, Kap-Sun; GRANT-YOUNG, Katharine A.; ZHU, Juliang; SAULNIER, Mark G.; FRENNESSON, David B.; LANGLEY, David R.; HEWAWASAM, Piyasena; WANG, Tao; ZHANG, Zhongxing; MENG, Zhaoxing; SUN, Li-Qiang; MULL, Eric; SCOLA, Paul Michael; (370 pag.)WO2018/44963; (2018); A1;,
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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. 16369-21-4, name is 2-(Propylamino)ethanol. A new synthetic method of this compound is introduced below., HPLC of Formula: C5H13NO

PREPARATION EXAMPLE 8 N-[2-(1-Adamantyloxy)ethyl]propylamine hydrochloride (Intermediate No. 8-1) 2-(Propylamino)ethanol (2.4 g, 23 mmol) was mixed with 1-bromoadamantane (0.50 g, 2.3 mmol) and triethylamine (0.32 ml, 2.3 mmol), and the mixture was stirred at an external temperature of 100 C. for two hours, at 130 C. for five hours and at 150 C. for three hours. The reaction mixture was allowed to stand, then ethyl acetate (50 ml) was added to the reaction mixture, and the whole was washed with water (50 ml) twice and saturated brine (30 ml) successively. The organic layer was dried over sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography, a 4 N solution of hydrogen chloride in ethyl acetate (2 ml) was added to the separated substance, and the whole was concentrated under reduced pressure. The resulting crystals were filtered off with ethyl acetate to give 0.16 g (25%) of the titled compound as colorless crystals. IR(KBr): 3544, 2907, 2502, 1584 cm-1 mp: 232.0-232.7 C.

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, 16369-21-4, 2-(Propylamino)ethanol.

Reference:
Patent; Ban, Masakazu; Suhara, Hiroshi; Horiuchi, Masato; Yamamoto, Noriyoshi; Enomoto, Hiroshi; US2003/32623; (2003); A1;,
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