Claims
- 1. A process for the conversion of an N-hydroxylamine to an N-hydroxyformamide comprising reacting the N-hydroxylamine with 2,2,2-trifluoroethylformate in an optionally buffered solvent.
- 2. A process according to claim 1, wherein the N-hydroxylamine is selected from the group consisting of N-benzyl-N-hydroxylamine, ((1S)-1-(N-hydroxyamino)ethyl)benzene, 3-((2S)-2-(N-hydroxyamino)-3-((4′-(trifluoromethoxy)(1,1′-biphenyl)-4-yl)oxy)propyl)-5,5′-dimethyl-2,4-dimethyl-2,4-imidazolidinedione, and (4S)-4-((1S)-i -(hydroxyamino)-2-((4-(4′-(trifluoromethoxy)phenoxy)phenyl)sulfonyl)ethyl)-2,2-dimethyl-1,3-dioxolane.
- 3. A process according to claim 2 wherein the N-hydroxylamine is 3-((2S)-2-(N-hydroxyamino)-3-((4′-(trifluoromethoxy)(1,1′-biphenyl)-4-yl)oxy)propyl)-5,5′-dimethyl-2,4-dimethyl-2,4-imidazolidinedione.
- 4. A process according to claim 2 wherein the N-hydroxylamine is (4S)-4-((1S)-1-(hydroxyamino)-2-((4-(4′-(trifluoromethoxy)phenoxy)phenyl)sulfonyl)ethyl)-2,2-dimethyl-1,3-dioxolane.
- 5. A process according to claim 1 wherein the buffer is selected from the group consisting of a carbonate salt, a bicarbonate salt, a phosphate salt, a tertiary amine, an optionally subsituted pyridine, imidazole, and a carboxylate salt.
- 6. A process according to claim 5 wherein the buffer is selected from the group consisting of imidazole and a carboxylate salt.
- 7. A process according to claim 6 wherien the buffer is selected from the group consisting of imidazole and sodium formate.
- 8. A process according to claim 1, wherein the solvent is selected from the group consisting of tetrahydrofuran, methyl tert-butyl ether, ethyl acetate, isopropyl acetate, 2,2,2-trifluoroethanol, formic acid, toluene, and mixtures thereof.
- 9. A process according to claim 8 wherein the solvent is selected from the group consisting of tetrahydrofuran, isopropyl acetate, methyl tert-butyl ether, formic acid, and mixtures thereof.
- 10. A process according to claim 1 which is conducted at about 50° C. to about 70° C.
- 11. A process according to claim 1 which is conducted for about 3 to about 24 hours.
CROSS-REFERENCE TO RELATED APPLICATIONS
[0001] This application claims priority from U.S. patent application Ser. No. 09/540,121, filed Mar. 31, 2000, incorporated herein by reference.
Provisional Applications (1)
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Number |
Date |
Country |
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60193973 |
Mar 2000 |
US |
Continuation in Parts (1)
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Number |
Date |
Country |
Parent |
09540121 |
Mar 2000 |
US |
Child |
09759496 |
Jan 2001 |
US |