IP Library Granted Patent US 7,211,674
Granted Patent B2
US 7,211,674 · App. 10/738,571 · Granted May 1, 2007

Process for the recovery of oxazole

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Quick Facts
Patent No.
US 7,211,674
App. No.
10/738,571
Granted
May 1, 2007
Kind
B2
Abstract

A process for the recovery of oxazole comprising contacting a mixture comprising oxazole and acetonitrile with an acid to form an acid salt of oxazole; separating acid salt of the oxazole from the mixture; and neutralizing the acid salt of oxazole separated from the mixture to release oxazole.

Claims (25)

1. A continuous process for the recovery of oxazole from a mixture comprising oxazole and acetonitrile comprising:

contacting the mixture with an aqueous solution comprising an acid to convert at least a portion of the oxazole into an oxazole acid salt and to dissolve at least a portion the oxazole acid salt into the aqueous solution;

separating the aqueous solution comprising the dissolved oxazole acid salt from the mixture;

contacting the aqueous solution after separation with a base to neutralize at least a portion of the oxazole acid salt to form released oxazole; and

recovering at least a portion of the released oxazole.

2. The process of claim 1 wherein the mixture comprises about 1 to about 60 weight percent oxazole and about 1 to about 80 weight percent acetonitrile.

3. The process of claim 1 wherein the mixture comprises about 10 to about 60 weight percent oxazole and about 10 to about 80 weight percent acetonitrile.

4. The process of claim 1 wherein the mixture comprising oxazole and acetonitrile comprises about 10 to about 40 weight percent oxazole, up to about 3 weight percent hydrogen cyanide, about 10 to about 40 weight percent water, and about 45 to about 60 weight percent acetonitrile.

5. The process of claim 1 wherein the mixture comprising oxazole and acetonitrile comprises about 10 to about 60 weight percent oxazole, about 1 to about 20 weight percent water, about 40 to about 60 weight percent acetonitrile, about 0 to about 5 weight percent methanol, about 0 to about 15 weight percent acetone, about 0 to about 5 weight percent allyl alcohol and no more than about 300 ppm by weight hydrogen cyanide.

6. The process of claim 1 wherein the acid comprises sulfuric acid.

7. The process of claim 1 wherein the base comprises sodium hydroxide.

8. A continuous process for the recovery of oxazole comprising:

contacting a mixture comprising oxazole and acetonitrile with an acid to form an acid salt of oxazole;

separating the acid salt of the oxazole from the mixture;

neutralizing the acid salt of oxazole separated from the mixture to release oxazole.

9. The process of claim 8 wherein the mixture comprises about 1 to about 60 weight percent oxazole and about 1 to about 80 weight percent acetonitrile.

10. The process of claim 8 wherein the mixture comprises about 10 to about 60 weight percent oxazole and about 10 to about 80 weight percent acetonitrile.

11. The process of claim 8 wherein the mixture comprises about 10 to about 40 weight percent oxazole, up to about 3 weight percent hydrogen cyanide, about 10 to about 40 weight percent water, and about 45 to about 60 weight percent acetonitrile.

12. The process of claim 8 wherein the mixture comprises about 10 to about 60 weight percent oxazole, about 1 to about 20 weight percent water, about 40 to about 60 weight percent acetonitrile, about 0 to about 5 weight percent methanol, about 0 to about 15 weight percent acetone, about 0 to about 5 weight percent allyl alcohol and no more than about 300 ppm by weight hydrogen cyanide.

13. The process of claim 8 wherein the acid comprises sulfuric acid.

14. The process of claim 8 wherein the neutralization comprises reacting the acid salt with a base.

15. The process of claim 14 wherein the base comprises sodium hydroxide.

16. The process of claim 8 wherein prior to contacting the mixture with an acid to form the acid salt of oxazole, the mixture is contacted with a base.

17. The process of claim 16 wherein the base is one or more of sodium hydroxide or potassium hydroxide.

18. The process of claim 16 wherein the mixture comprises water and the amount of base used is about 2 to about 4 moles of base per mole of water present.

Assignments (6)
SECURITY AGREEMENT Recorded Jun 27, 2012
From: INEOS USA LLC
To: BARCLAYS BANK PLC
Reel/Frame 028451/0309 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 21, 2007
From: CESA, MARK C.; MOORE, ERIC J.; GODBOLE, SANJAY P.; HAGANS, MICHAEL K.; BENDER, DAVID R.
To: INEOS USA LLC
Reel/Frame 018919/0445 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 25, 2007
From: STANDARD OIL COMPANY, THE
To: O&D USA LLC
Reel/Frame 018806/0941 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 25, 2007
From: O&D USA-LC
To: INNOVENE USA LLC
Reel/Frame 018816/0199 →
CHANGE OF NAME Recorded Jan 25, 2007
From: INNOVENE USA LLC
To: INEOS USA LLC
Reel/Frame 018826/0918 →
CHANGE OF NAME Recorded Sep 21, 2006
From: INNOVENE USA LLC
To: INEOS USA LLC
Reel/Frame 018291/0959 →