Methyl iodide → HCID 18507447, compound

HRID 1356191Notes

Reaction equation

HRID 1356191 reaction equation
CO[C:3]([C:5]1[O:6][CH:7]=[C:8]([C:10]#[N:11])[CH:9]=1)=O.[H-].[Na+].CI.[N+]([O-])(O)=O.[NH2:20][C:21]([NH2:23])=[NH:22].[C:24](=[S:26])=S>C1COCC1.CS(C)=O.CN(C=O)C.C(N(CC)CC)C.C(#N)C>[NH2:22][C:21]1[N:23]=[C:3]([C:5]2[O:6][CH:7]=[C:8]([C:10]#[N:11])[CH:9]=2)[C:8]([C:10]#[N:11])=[C:7]([S:26][CH3:24])[N:20]=1

Participants

11

Reactant 5

HCID 6328Methyl iodideHCID 6348Carbon DisulfideHCID 10481Guanidine NitrateHCID 24758Sodium hydride2×HCID 45090083Methyl 4-cyanofuran-2-carboxylate

Product 1

HCID 18507447HCID 18507447, compound

Reagents, catalysts & solvents 5

HCID 679Dimethyl SulfoxideSolventHCID 6228DimethylformamideSolventHCID 6342AcetonitrileSolventHCID 8028TetrahydrofuranSolventHCID 8471TriethylamineSolvent

Procedure

From 4-cyano-furan-2-carboxylic acid methyl ester with sodium hydride and acetonitrile in THF. Then treatment with sodium hydride, carbon disulphide and methyl iodide in DMSO. Then treatment with guanidine nitrate and triethylamine in DMF. EI-MS m/e (%): 257 (M+, 35), 256 ([M—H]+, 100).

Sources & evidence

ORD record
ord-9c4531f76dee4585ab286fa6920c1a3b
Source dataset
uspto-grants-2003_07
Patent number
US06586441B2

Reaction notes

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