tert-Butylsulfinamide, (R)-(+)- → HCID 178455587, compound

Reaction equation

[F:1][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[F:11])=O.[C:12]([S@:16]([NH2:18])=[O:17])([CH3:15])([CH3:14])[CH3:13]>>[F:1][CH2:2]/[C:3](=[N:18]\[S@@:16]([C:12]([CH3:15])([CH3:14])[CH3:13])=[O:17])/[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[F:11]

Participants

Reactant 2

HCID 10964479tert-Butylsulfinamide, (R)-(+)-

HCID 219644912-Fluoro-1-(2-fluorophenyl)ethan-1-one

Product 1

HCID 178455587HCID 178455587, compoundYield 52%

Procedure

In a manner analogous to that described for the preparation of sulfinyl imine A2.1 the reaction of 2-fluoro-1-(2-fluoro-phenyl)-ethanone with (R)-tert-butylsulfinamide yielded the (R)-2-methyl-propane-2-sulfinic acid [2-fluoro-1-(2-fluoro-phenyl)-eth-(Z)-ylidene]-amide (52% of theory) as an orange oil. MS (ISP): m/z=260.2 [M+H]+.

Sources & evidence

ORD record: ord-bc0aa8c7763744379ba0cf4e3bade0a3
Source dataset: uspto-grants-2015_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09115098B2

Reaction notes

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