Hydrochloric Acid → HCID 19759908, compound

HRID 1586862Notes

Reaction equation

HRID 1586862 reaction equation
[ClH:1].[CH2:2]([NH:6][CH2:7][C:8]1([CH3:22])[S:12](=[O:14])(=[O:13])[C:11]2[S:15][C:16]([S:18]([NH2:21])(=[O:20])=[O:19])=[CH:17][C:10]=2[CH2:9]1)[CH:3](C)C.[C:23](O)(C(F)(F)F)=O.Cl>>[ClH:1].[CH3:22][C:8]1([CH2:7][NH:6][CH:2]([CH3:3])[CH3:23])[S:12](=[O:14])(=[O:13])[C:11]2[S:15][C:16]([S:18]([NH2:21])(=[O:20])=[O:19])=[CH:17][C:10]=2[CH2:9]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 6422Trifluoroacetic acidHCID 19759887HCID 19759887, compound

Product 1

HCID 19759908HCID 19759908, compoundYield 48%

Procedure

The title compound was prepared in the same way as 5-(N-isobutylaminomethyl)4,5-dihydro-5-methylthieno[2,3-b]thiophene-2-sulfonamide-6,6-dioxide hydrochloride. Thus 5-(N-isopropylcarbamoyl)-4,5-dihydro-5-methylthieno[2,3-b]thiophene-2-N-t-butylsulfonamide-6,6-dioxide (3.0 g, 7.3 mmol) was reduced with borane-dimethylsulfide complex (5.0 mL, 50 mmol), deprotected with TFA, and converted to the HCl salt to give the title compound as a white solid (1.32 g, 48% over two steps), mp=132°-135° C. Anal. Calc. for C11H18N2O4S3.HCl.1/2H2O: C, 34.41; H, 5.25; N, 7.29. Found: C, 34.42; H, 5.19; N, 7.11.

Sources & evidence

ORD record
ord-05a59802e00f461bb1b60c0f7a8fcb45
Source dataset
uspto-grants-1993_06
Patent number
US05216020

Reaction notes

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