Claims
- 1. A process for preparing a compound selected from the group consisting of 7-halo-7-deoxylincomycin and analogs thereof which comprises reacting a compound selected from the group consisting of lincomycin and analogs thereof with thionyl halide and dimethylformamide under mild conditions.
- 2. A process according to claim 1 wherein the product of reaction between a compound selected from the group consisting of lincomycin and analogs thereof and thionyl halide is reacted with dimethylformamide.
- 3. A process according to claim 2 wherein the product of reaction of lincomycin and an excess of thionyl chloride is reacted with dimethylformamide to prepare clindamycin.
- 4. A process according to claim 3 wherein lincomycin hydrochloride is reacted with from four to thirteen equivalents of thionyl chloride, at less than 50.degree. C., and the product therefrom is then allowed to react in a solvent selected from the group consisting of (a) dimethylformamide and (b) dimethylformamide that contains some of the solvent used in the reaction between lincomycin hydrochloride and thionyl chloride, at a temperature of about 0.degree. C. to below 50.degree. C. to prepare clindamycin.
- 5. A process according to claim 1 wherein a mixture of a compound selected from the group consisting of lincomycin and analogs thereof and dimethylformamide is reacted with an excess of thionyl halide.
- 6. A process according to claim 3 wherein a mixture of lincomycin and dimethylformamide is reacted with an excess of thionyl chloride to prepare clindamycin.
- 7. A process according to claim 6, wherein a mixture of lincomycin hydrochloride and dimethylformamide is treated with from four to thirteen equivalents of thionyl chloride and allowed to react at 0.degree. C. to 50.degree. C. to prepare clindamycin.
- 8. A process according to claim 5 wherein the compound is lincomycin.
- 9. A process according to claim 3 wherein the reaction is conducted at a temperature below 40.degree. C.
- 10. A process according to claim 9 wherein the reaction is conducted at a temperature between 15.degree. and 30.degree. C.
- 11. A process according to claim 8 wherein the reaction is conducted at a temperature below 40.degree. C.
- 12. A process according to claim 11 wherein the reaction is conducted at a temperature between 14.degree. C. and 30.degree. C.
- 13. A process according to claim 1 wherein the product prepared is converted to one of its salts.
- 14. A process according to claim 4 wherein clindamycin is converted to its hydrochloride.
- 15. A process according to claim 8 wherein the product prepared is converted to its hydrochloride.
CROSS-REFERENCE TO RELATED APPLICATIONS
The present application is a continuation-in-part application of Ser. No. 676,157 filed Nov. 29, 1984, now abandoned.
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Kind |
3435025 |
Birkenmeyer |
Mar 1969 |
|
3496163 |
Birkenmeyer et al. |
Feb 1970 |
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3574186 |
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|
Continuation in Parts (1)
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Number |
Date |
Country |
Parent |
676157 |
Nov 1984 |
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