تفاعل #2275725

ord-bbe0f74c7ef14dcd918594b0936f80f6

معادلة التفاعل

CC(C)(C)S(N)=O
2-methyl-propane-2-sulfinic acid amide
O=C1CCC2(CC1)OCCO2
1,4-dioxa-spiro[4.5]decan-8-one
ClCCl
dichloromethane
C1CCOC1
THF
CC(C)(C)S(=O)N=C1CCC2(CC1)OCCO2
2-methyl-propane-2-sulfinic acid (1,4-dioxa-spiro[4.5]dec-8-ylidene)-amide

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

الإجراء التجريبي

Commercially available 2-methyl-propane-2-sulfinic acid amide is reacted with commercially available 1,4-dioxa-spiro[4.5]decan-8-one in the presence of a coupling agent such as Ti(OEt)4 or CuSO4, in an organic solvent such as dichloromethane, THF or dioxane, at a temperature in the range of about 25° C. to about 80° C., to yield 2-methyl-propane-2-sulfinic acid (1,4-dioxa-spiro[4.5]dec-8-ylidene)-amide. 2-Methyl-propane-2-sulfinic acid (1,4-dioxa-spiro[4.5]dec-8-ylidene)-amide is treated with an organometalic agent such as R1MgBr or R1Li, in an organic solvent such as ether, THF or dioxane, at a temperature in the range of about ˜78° C. to about 25° C., to yield the corresponding sulfonamide (XXVI).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08324186B2uspto-grants-2012_12