Dimethyl Sulfoxide → HCID 2819529, compound

HRID 1355693Notes

Reaction equation

HRID 1355693 reaction equation
[CH3:1][O:2][C:3]1[CH:13]=[CH:12][C:6]([C:7]([CH2:9][C:10]#[N:11])=O)=[CH:5][CH:4]=1.[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>[NH2:24][C:23]1[N:25]=[C:7]([C:6]2[CH:12]=[CH:13][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)[C:9]([C:10]#[N:11])=[C:26]([S:27][CH3:29])[N:22]=1

Participants

9

Reactant 5

HCID 679Dimethyl SulfoxideHCID 6328Methyl iodideHCID 10481Guanidine NitrateHCID 24758Sodium hydrideHCID 2333984-Methoxybenzoylacetonitrile

Product 1

HCID 2819529HCID 2819529, compound

Reagents, catalysts & solvents 3

HCID 6228DimethylformamideSolventHCID 6348Carbon DisulfideSolventHCID 8471TriethylamineSolvent

Procedure

From 4-methoxybenzoylacetonitrile with sodium hydride, carbon disulphide and methyl iodide in DMSO. Then treatment with guanidine nitrate and triethylamine in DMF. EI-MS m/e (%): 272 (M+, 96), 271 ([M—H]+, 100), 257 ([M—CH3]+, 25).

Sources & evidence

ORD record
ord-a19c078bf97344729cae5119219c73b7
Source dataset
uspto-grants-2003_07
Patent number
US06586441B2

Reaction notes

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