CS258935B1 - Process for preparing 3-azido-1,2-propanediol - Google Patents
Process for preparing 3-azido-1,2-propanediol Download PDFInfo
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- CS258935B1 CS258935B1 CS8610055A CS1005586A CS258935B1 CS 258935 B1 CS258935 B1 CS 258935B1 CS 8610055 A CS8610055 A CS 8610055A CS 1005586 A CS1005586 A CS 1005586A CS 258935 B1 CS258935 B1 CS 258935B1
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- propanediol
- azido
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Způsob výroby 3-aEido-l,2-propandiolu spočívá v tom, že se na 3-chlor-l,2-propandiol působí azidem sodným ve vodném prostředí při teplotě 70 až 100 °C.The method for producing 3-alido-1,2-propanediol consists in treating 3-chloro-1,2-propanediol with sodium azide in an aqueous medium at a temperature of 70 to 100°C.
Description
Roztok 50 g 3-chlor-l,2-propandiolu a 50 g azidu sodného v 200 ml vody byl zahříván k varu pod zpětným chladičem 20 minut. Průběh reakce byl sledován kapalinovou chromatografií na skleněné koloně 300 x 4 mm, plněné pryskyřicí Ostion LG-KS 0 802 v Ha+ cyklu a temperováné na 50 °C. Jako mobilní fáze byla užita voda, průtok 6 ml/h, látky detekovýny diferenciálním refraktometrem. Eluční čas 3-chlor-l,2-propandiolu 35 minut, 3-azido-l,2-propandiolu 33 minut. Po této reakční době byla látka kvantitativně převedena na 3-azido-l,2-propandiol.A solution of 50 g of 3-chloro-1,2-propanediol and 50 g of sodium azide in 200 ml of water was heated to reflux for 20 minutes. The progress of the reaction was monitored by liquid chromatography on a 300 x 4 mm glass column packed with Ostion LG-KS 0 802 resin in a Ha + cycle and tempered to 50 ° C. Water, flow rate 6 ml / h, substances detected by differential refractometer was used as mobile phase. Elution time of 3-chloro-1,2-propanediol 35 minutes, 3-azido-1,2-propanediol 33 minutes. After this reaction time, the compound was quantitatively converted to 3-azido-1,2-propanediol.
Směs byla ve vakuu odpařena do sucha, azid byl ze solí extrahován acetonem, acetonový extrakt byl odpařen a zbytek destilován ve vakuu olejové vývěvy při 130 °C v lázni. Jímána byla frakce s t.v. 100 až 105 °C při 40 Pa, získáno bylo 48,9 g /92 %/ chromatograficky čistého, bezbarvého sirupovitého 3-azido-l,2-propandiolu s fyzikálními vlastnostmi totožnými s údaji uvedenými v literatuře /J. D. Ingharo, W. L. Petty, P. L. Nichols jr., J. Org. Chem.The mixture was evaporated to dryness in vacuo, the azide was extracted from the salts with acetone, the acetone extract was evaporated and the residue distilled in an oil pump vacuum at 130 ° C in a bath. The fraction with b.p. 100-105 ° C at 40 Pa, yielding 48.9 g (92%) of chromatographically pure, colorless syrupy 3-azido-1,2-propanediol with physical properties identical to those reported in the literature (J). D. Ingharo, W.L. Petty, P.L. Nichols jr., J. Org. Chem.
21, 373 /1956//.21, 373 (1956).
Přiklaď 2Example 2
Směs 10 g 3-chlor-l,2-propandiolu, 10 g azidu sodného a 50 ml N,N-dimety1formamidu b}ic zahřívána k varu pod zpětným chladičem 30 minut. Část rozpouštědla byla z nažloutlé reakční směsi oddestílována ve vakuu, soli byly částečně odstraněny opakovanou extrakcí acetonem a produkt byl izolován frakční vakuovou destilací. Po frakci Ν,Ν-dimetylformamidu bylo získáno 5,4 g /51 %/ látky, totožné s produktem získáným podle příkladu 1.A mixture of 10 g of 3-chloro-1,2-propanediol, 10 g of sodium azide and 50 ml of N, N-dimethylformamide b) is heated under reflux for 30 minutes. Some of the solvent was distilled off in vacuo from the yellowish reaction mixture, the salts were partially removed by repeated extraction with acetone, and the product was isolated by fractional vacuum distillation. After the Ν, Ν-dimethylformamide fraction, 5.4 g (51%) of the substance were obtained, identical to the product obtained according to Example 1.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS8610055A CS258935B1 (en) | 1986-12-28 | 1986-12-28 | Process for preparing 3-azido-1,2-propanediol |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS8610055A CS258935B1 (en) | 1986-12-28 | 1986-12-28 | Process for preparing 3-azido-1,2-propanediol |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CS1005586A1 CS1005586A1 (en) | 1988-01-15 |
| CS258935B1 true CS258935B1 (en) | 1988-09-16 |
Family
ID=5447772
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS8610055A CS258935B1 (en) | 1986-12-28 | 1986-12-28 | Process for preparing 3-azido-1,2-propanediol |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS258935B1 (en) |
-
1986
- 1986-12-28 CS CS8610055A patent/CS258935B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CS1005586A1 (en) | 1988-01-15 |
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