Potassium ethanethioate → HCID 74437522, compound

HRID 2246532Notes

Reaction equation

Cl[CH2:2][Si:3]([CH3:33])([CH3:32])[CH2:4][CH2:5][C:6]1[C:18]2[CH2:17][N:16]3[C:11](=[CH:12][C:13]4[C@:23]([CH2:25][CH3:26])([OH:24])[C:22](=[O:27])[O:21][CH2:20][C:14]=4[C:15]3=[O:19])[C:10]=2[N:9]=[C:8]2[CH:28]=[CH:29][CH:30]=[CH:31][C:7]=12.[C:34]([O-:37])(=[S:36])[CH3:35].[K+]>CN(C)C=O>[CH2:25]([C:23]1([OH:24])[C:13]2[CH:12]=[C:11]3[N:16]([C:15](=[O:19])[C:14]=2[CH2:20][O:21][C:22]1=[O:27])[CH2:17][C:18]1[C:6]([CH2:5][CH2:4][Si:3]([CH2:2][S:36][C:34](=[O:37])[CH3:35])([CH3:33])[CH3:32])=[C:7]2[CH:31]=[CH:30][CH:29]=[CH:28][C:8]2=[N:9][C:10]3=1)[CH3:26]

Participants

Conditions

Temperature: 70 °C

Procedure

A mixture of Compound 3 (300 mg) and potassium thioacetate (400 mg) in N,N-dimethylformamide (2 mL) was heated at 70° C. under argon for 16 hours. The N,N-dimethylformamide was removed under vacuum and the resulting residue was directly eluted on a silica gel using 1% ethanol in dichloromethane to obtain the required product in 74% yield (240 mg).

Workup

customThe N,N-dimethylformamide was removed under vacuum
washthe resulting residue was directly eluted on a silica gel using 1% ethanol in dichloromethane

Sources & evidence

ORD record: ord-3dc512f6fb724db99a5530ed5c83df75
Source dataset: uspto-grants-2010_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07687496B2

Reaction notes

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