UA148510U - METHOD OF OBTAINING SULFURIC ACID MONOESTER - Google Patents

Abstract

Method of producing sulfuric acid monoester by bubbling SO2 through n-propanol TRIS solution at 20 ° C in inert gas followed by hermetically sealed cell (no air access), purging with inert gas and evacuating to completely remove excess sulfur oxide (IV) and alcohol. N-propanol is used as an alcohol, and the final product is a solvate of O-sulfite tris (hydroxymethyl) methylammonium n-propanol (1/1) of formula (I): (I).

Description

A useful model belongs to organic chemistry and can be used to obtain a compound not previously described in the literature - tris(hydroxymethyl)methylammonium O-sulfite solvate - n-propanol (1/1) of the formula (1):

MN" o on po: ,/ o o ().

It is known (Ukrainian patent for the invention SHAT19523 IPC СО7С 215/00; С07С 309/00 Methylsulfite of tris(hydroxymethyl)methylammonium Khoma R.E., Ennan A.A., Dlubovskyi R.M., Vodzinskyi S.

V. Mo a201809386; statement 14.09.2018; published 06/25/2019, Bul. Mo 12), that during the interaction in the system "sulfur oxide (IM) - tris(hydroxymethyl)methylamine (TVI5) - methanol" without access to air, the corresponding esterosil is formed - tris(hydroxymethyl)methylammonium methylsulfite.

Based on the method of production, the above-mentioned method of monoester production is the closest analogue of the claimed compound.

The choice of the analogue is due to the presence of common features in it and in the claimed method: - tris(hydroxymethyl)methylamine is used as a raw material for obtaining a monoester - 50 is used as a sulfonating agent.

The useful model is aimed at expanding the list of methods of obtaining one of the previously unknown monoalkyl esters of sulfuric acid.

The problem is solved by synthesizing tris(hydroxymethyl)methylammonium O-sulfite - n-propanol (1/1) of the formula (1):

МН» o on pa che raku 07 () by bubbling 502 through an n-propanol solution of TVI5 at 20"C in an inert gas environment with further holding in a hermetically sealed cell (without access to air), blowing with inert gas and vacuuming until the excess oxide is completely removed sulfur (IM) and alcohol, while n-propanol is used as an alcohol, and the final product is tris(hydroxymethyl)methylammonium solvate O-sulfite n-propanol (1/1) of formula (1).

What is new in the useful model is that tris(hydroxymethyl)methylamine in the presence of n-propanol forms a zwitterionic sulfuric acid monoester in the form of a monosolvate with n-propanol.

The cause-and-effect relationship between the set of essential features and the achieved technical result is as follows: when removing the excess p-C3H?OnH from the "sulphur oxide

Zo (IM) - tris(hydroxymethyl)-methylamine (TAI5) - n-propanol" by vacuuming without access of air, solvate O-sulfite of tris(hydroxymethyl)methylammonium n-propanol (1/1) of formula (1): on .

MN" o on p | ry cancer 7 ()

The method of obtaining an esterosol solvate is implemented by bubbling 50" through an n-propanol solution of TAVIZ at 20"С in an inert gas environment (for example, argon) with further holding in a hermetically sealed cell (without access to air), blowing with an inert gas and vacuuming until the excess is completely removed sulfur oxide (SO) and n-propanol.

The analysis of nitrogen, carbon and hydrogen content was carried out using an elemental SNM analyzer. IR spectra were recorded on a bresigpsht ВХ II ET-IV bouviet device (Rezhip-EIteg) in the range of 4000-350 cm", samples were prepared in the form of tablets from KVg. KR spectra were recorded on a spectrometer of OHA Natap Misgtozsore "TNepto 5yepiyis". NMR spectra were recorded on devices

Megsigu 400 (Mapap). DMSO-CO6 was used as a solvent. TMS was used as an internal standard.

X-ray diffraction was performed on an automated powder diffractometer bZietepe 0500 (geometry

Bragg-Brentano, SiKa radiation, Mi filter). The analysis of the powder X-ray pattern was performed according to the Rietveld method (EshiIRgoi program (Voagidne2-Sagma|a! 9U., Voivpe! T., EshiIRgoi.98 apa

MipRIGOTA: Mem MUipdomiz 95/MT Arriisaiop5 og Riigasiop. Sottivviop og Romadeg Ointasiip,

Iptegpayiopa! Opiop oi StuziaPoagarnu, Memvieneg Mo. 20 (Mau-A!tsaivi) Zitteg 19981).

Preparation of O-sulfite tris(hydroxymethyl)umethylammonium solvate - n-propanol (1/1) of formula (I) on.

MN Mr. Mr

From 7 ry i no ,/ o (c) (), the following example is illustrated by the proposed method.

Example.

Tris(hydroxymethyl)methylammonium O-sulfite - n-propanol (1/1) (1).

A degassed solution of TVI5 (0.5 g) in 20 ml of n-propanol was poured into a thermostatically controlled cell (20 "C) filled with argon and, in the bubbling mode, 50" was passed through it at a speed of 50 ml:min" for 45 minutes. (1-20 "С). The resulting solution was kept for 1 day at room temperature in a hermetically sealed cell; it was blown with argon and vacuumed until the excess of sulfur oxide (IS) and n-propanol were completely removed. A white crystalline product I was obtained (1.01 g, output "100 95"), which was not subjected to additional purification.

The individuality of the obtained product was confirmed by physical and chemical methods.

Found, 90: C 34,16; H 7.94; M 5.77; 5 13.22. SUNi«"MOv5. Calculated, 95: C 34.28; H 7.81; M 5.71; 513.07. M 245.30. and

IR I (m, cm-|: 3083 ser., 2963 sq., 2932 s, 2877 s. |MON), schu Ne HM; 2598 sq.m., 2021 sq.m., 1973 sq.m. m N» M; 1629 Ser. ba", "U Nz KhM; 1524 ser., 1462 ser., 1422 el., 1385 el. (B(SMN)); 1296 o'clock IB(SON), KSnNae), ro Na) M(SS)|; 1043 p., 1008 p. mM(CO), m(CM)); 947 p., 904 ser. Ir(MHg), o ru H» ), p(CHNa)Y; 786 emails, 674 pages. (5-0); 597 p. |m(5-0)Y; 523 el., 480 el. |(B(MOS), (SSO); 427 email (0050), 6(5-0)). Y Y

KR m, cm: 2938 s, 2913 sq., 2879 s. (Москва), schu Nz M; 2860 el., 2746 el. m H, M; 1633 o o el. |bav, ("In I HM; 1454 p. I(B(SMN)|; 1298 ser., 1272 el. 1246 el. |(B(SON), KSN")), ru Y"), (SS); 1054 p. (MSO), M(SM)); 889 ser., 860 p.

IR(MH"), ru H, ), p(CH")Y; 762 p., 700 el. (5-0); 611 e., 567 e. (m(5-0)|; 463 el. IB(MSOS), (SSO); 403 el. |(B(O50), 6(5-0)).

NMR (5, ppm: 7.67 s. with IZN, MNZzi; 5.16 s. with IZN, -ONI; 3.48 s |(EN, CH--OH(TRVI5B)); 3, 91 t

IN, CH--OH(RHOH)); 1.38 m (2H, SNU(RGOH)II; 0.79 t I|ZN, SnH3zi.

From NMR "C (b, m.d.I: 62.49 s |(CH--OH(TVIB)); 60.96 s |CH»-OH(R'OH)); 25.58 |(SNU (RTON) II, 10.73

ISNzi; 58.99 |C(TAIB)|.

Indication of the lines of the diffractogram of compound I according to the Rietveld method in the line assignment mode showed that this substance belongs to the monoclinic syngonia (simple, group P2//c, а - 6.9493(6), 5-9.8955(9), с - 11.1160(10) A, a - 90.00, VD - 93.604(8), y - 90.00, M-762.9 Az, 7-4).

Judging by the obtained data (example), by the proposed method using n-propanol as a reaction medium in an inert gas atmosphere (for example, argon) it is possible to obtain tris(hydroxymethyl)methylammonium O-sulfite solvate - n-propanol (1/1).

Claims (1)

USEFUL MODEL FORMULA 40 The method of obtaining a monoester of sulfuric acid by bubbling 502 through an n-propanol solution of TVI5 at 20 "C in an inert gas environment with further holding in a hermetically sealed cell (without access to air), blowing with an inert gas and vacuuming until the complete removal of excess sulfur oxide (IM) and alcohol, which is different 45 by the fact that n-propanol is used as an alcohol, and the final product is tris(hydroxymethyl)methylammonium solvate O-sulfite n-propanol (1/1) of formula (1): he and MN" o tr en no ,/ o (c) ().