Dimethyl Sulfoxide → HCID 70004160, compound

HRID 1355841Notes

Reaction equation

HRID 1355841 reaction equation
O=[C:2]([C:9]1[O:10][CH:11]=[CH:12][CH:13]=1)[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].[H-].[Na+].CI.[N+]([O-])(O)=O.[NH2:22][C:23]([NH2:25])=[NH:24].[CH3:26][S:27]([CH3:29])=O>CN(C=O)C.C(N(CC)CC)C.C(=S)=S>[CH2:7]([O:6][C:4]([C:3]1[C:2]([C:9]2[O:10][CH:11]=[CH:12][CH:13]=2)=[N:24][C:23]([NH2:25])=[N:22][C:26]=1[S:27][CH3:29])=[O:5])[CH3:8]

Participants

9

Reactant 5

HCID 679Dimethyl SulfoxideHCID 6328Methyl iodideHCID 10481Guanidine NitrateHCID 24758Sodium hydrideHCID 2759240Ethyl 3-(fur-2-yl)-3-oxopropanoate

Product 1

HCID 70004160HCID 70004160, compound

Reagents, catalysts & solvents 3

HCID 6228DimethylformamideSolventHCID 6348Carbon DisulfideSolventHCID 8471TriethylamineSolvent

Procedure

From ethyl beta-oxo-2-furanpropionate with sodium hydride, carbon disulphide and methyl iodide in DMSO. Then treatment with guanidine nitrate and triethylamine in DMF. EI-MS m/e (%): 279 (M+, 100), 234 ([M—EtO]+, 88), 233 ([M—EtOH]+, 48), 206 (62).

Sources & evidence

ORD record
ord-2cf985ec53a24f93b5b950ffd4526896
Source dataset
uspto-grants-2003_07
Patent number
US06586441B2

Reaction notes

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