Dimethyl Sulfoxide → HCID 9966097, compound

HRID 1355711Notes

Reaction equation

HRID 1355711 reaction equation
[O:1]1[C:6]2[CH:7]=[CH:8][C:9]([C:11](=O)[CH2:12][C:13]#[N:14])=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1.[H-].[Na+].CI.[N+]([O-])(O)=O.[NH2:24][C:25]([NH2:27])=[NH:26].[CH3:28][S:29]([CH3:31])=O>CN(C=O)C.C(N(CC)CC)C.C(=S)=S>[NH2:26][C:25]1[N:27]=[C:11]([C:9]2[CH:8]=[CH:7][C:6]3[O:1][CH2:2][CH2:3][O:4][C:5]=3[CH:10]=2)[C:12]([C:13]#[N:14])=[C:28]([S:29][CH3:31])[N:24]=1

Participants

9

Reactant 5

HCID 679Dimethyl SulfoxideHCID 6328Methyl iodideHCID 10481Guanidine NitrateHCID 24758Sodium hydrideHCID 18507283HCID 18507283, compound

Product 1

HCID 9966097HCID 9966097, compound

Reagents, catalysts & solvents 3

HCID 6228DimethylformamideSolventHCID 6348Carbon DisulfideSolventHCID 8471TriethylamineSolvent

Procedure

From 3-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-3-oxo-propionitrile with sodium hydride, carbon disulphide and methyl iodide in DMSO. Then treatment with guanidine nitrate and triethylamine in DMF. EI-MS m/e (%):300 (M+, 100), 299 ([M—H]+, 92).

Sources & evidence

ORD record
ord-660b17e4dd3b4fe8adeb2772a0ee7df2
Source dataset
uspto-grants-2003_07
Patent number
US06586441B2

Reaction notes

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