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Process for the recovery of oxazole

A kind of technology of oxazole and oxazole acid, applied in the purification field of oxazole, can solve the problems such as oxazole is not easy to synthesize

Inactive Publication Date: 2009-08-19
이노빈유에스에이엘엘씨 +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Oxazole is not easy to synthesize

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0060] In a 250ml round bottom flask, drop in a 100g (gram) mixture sample consisting of 11wt% oxazole, 1.67wt% HCN, 16wt% water, 12wt% acrylonitrile, 1wt% methanol and the balance acetonitrile Add 33.63g (0.34mol) of concentrated sulfuric acid. Form two layers. The aqueous layer containing greater than 99% of the oxazole in the oxazolium hydrogensulfate form was decanted from the organic layer. The aqueous layer was then extracted three times with 35 ml (milliliter) portions of dichloromethane in a 125 ml separatory funnel.

[0061] After extraction, the aqueous layer was added dropwise to a mechanically stirred slurry formed of 32 g (0.8 mol) NaOH in 21 g of water cooled to 10°C. Two layers are formed; the upper layer is mainly oxazole and the lower layer contains water and solid sodium sulfate decahydrate. The mixture was directly distilled. 9.94 g of crude oxazole were collected as a distillate between 68°C and 71°C. This distillate, containing 6 wt% water, was then s...

Embodiment 2

[0063] 50 g of the mixture as described in Example 1 was charged into a 100 ml three necked round bottom flask. The flask was equipped with a finger condenser, gas dispersion tube, glass stopper and magnetic stir bar. A drying tube containing a solid desiccant is connected to the condenser; the drying tube serves as a vent. The condenser was cooled to -78°C with a mixture of dry ice and acetone. The gas dispersion tube was connected to the demonstration bottle of HCl gas with a length of polyvinyl chloride tubing. The flow of HCl gas from the demonstration bottle was regulated with a manual control valve. The flask was immersed in an ice bath. After the mixture was cooled to 0°C, 5.33 g of HCl gas (0.146 mol) was bubbled into it. The mixture immediately separated into two layers.

[0064] The aqueous layer was separated from the organic layer, then extracted three times with 15 ml portions of dichloromethane in a 60 ml separatory funnel. After extraction, the aqueous lay...

Embodiment 3

[0066] In a 250ml three-necked flask equipped with a mechanical stirrer and two rubber septa, the mixture (112g) containing 32wt% oxazole, 2.86wt% of HCN, 15 wt% of water and the balance of acetonitrile. Form two layers. HCN was converted to NaCN and extracted into the lower aqueous layer and the upper organic layer contained less than 1 wt% water. The organic layer was decanted from the aqueous layer and distilled at ambient pressure. The mostly organic layer was distilled between 60°C and 92°C and had a composition of 43 wt% oxazole and balance acetonitrile. Concentrated sulfuric acid (51.5 g) was added dropwise to the distillate with good stirring in a three-necked flask equipped with a mechanical stirrer, addition funnel, and filter rod passed through the septum. An ice bath was used to maintain the temperature of the flask contents between 5°C and 20°C during the addition. Once formed, the oxazole sulfate precipitated immediately. After the acid addition was complete...

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Abstract

The invention discloses a method for recovering oxazole, comprising: contacting a mixture containing oxazole and acetonitrile with an acid to form an acid salt of oxazole; separating the acid salt of oxazole from the mixture; neutralizing the oxazole separated from the mixture Acid salt of oxazole to release oxazole.

Description

Background of the invention [0001] The present invention relates to a method for recovering oxazole from oxazole-containing mixtures. The present invention relates to the recovery of oxazole from a mixture comprising oxazole and one or more substances selected from the group consisting of acetonitrile, acrylonitrile and optionally water. The present invention relates to the recovery of oxazole from process streams resulting from acrylonitrile production processes, more particularly from processes producing acrylonitrile by catalytic ammonolytic oxidation of propylene or propane. The invention also relates to the purification of oxazoles. [0002] Oxazole has the molecular formula C 3 h 3 Heterocyclic organic compounds of NO. It is a liquid at ambient temperature. CRC Handbook of Chemistry and Physics 52nd Edition reports that the boiling point of oxazole is 69-70°C. Oxazoles are used as starting materials for the preparation of various other organic compounds. It is use...

Claims

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Application Information

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IPC IPC(8): C07D263/32
Inventor 马克·C·切萨埃里克·J·穆尔马克·R·布鲁斯桑贾伊·P·戈德博尔迈克尔·K·哈甘斯大卫·R·本德
Owner 이노빈유에스에이엘엘씨
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