Dimethyl Sulfoxide → HCID 18507379, compound

HRID 1355701Notes

Reaction equation

HRID 1355701 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:11]=[C:12]([O:16][CH3:17])[C:13]=1[O:14][CH3:15])[C:6]([CH2:8][C:9]#[N:10])=O.[H-].[Na+].CI.[N+]([O-])(O)=O.[NH2:26][C:27]([NH2:29])=[NH:28].[CH3:30][S:31]([CH3:33])=O>CN(C=O)C.C(N(CC)CC)C.C(=S)=S>[NH2:28][C:27]1[N:29]=[C:30]([S:31][CH3:33])[C:8]([C:9]#[N:10])=[C:6]([C:5]2[CH:4]=[C:3]([O:2][CH3:1])[C:13]([O:14][CH3:15])=[C:12]([O:16][CH3:17])[CH:11]=2)[N:26]=1

Participants

9

Reactant 5

HCID 679Dimethyl SulfoxideHCID 6328Methyl iodideHCID 10481Guanidine NitrateHCID 24758Sodium hydrideHCID 185076913-Oxo-3-(3,4,5-trimethoxyphenyl)propanenitrile

Product 1

HCID 18507379HCID 18507379, compound

Reagents, catalysts & solvents 3

HCID 6228DimethylformamideSolventHCID 6348Carbon DisulfideSolventHCID 8471TriethylamineSolvent

Procedure

From 3,4,5-trimethoxybenzoylacetonitrile with sodium hydride, carbon disulphide and methyl iodide in DMSO. Then treatment with guanidine nitrate and triethylamine in DMF. EI-MS m/e (%): 332 (M+, 100), 317 ([M—CH3]+, 36).

Sources & evidence

ORD record
ord-8072d70beecb4dfba910a3024e07beed
Source dataset
uspto-grants-2003_07
Patent number
US06586441B2

Reaction notes

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