Dimethyl Sulfoxide → HCID 18922218, compound

HRID 1289767Notes

Reaction equation

HRID 1289767 reaction equation
[NH2:1][C:2]1[N:6]([C:7]([NH:9][CH3:10])=[S:8])[N:5]=[C:4]([C:11]2[CH:16]=[C:15](C(C)(C)C)[C:14](OCOCCOC)=[C:13]([C:28]([CH3:31])(C)C)[CH:12]=2)[N:3]=1.CN=C=S.CS(C)=O.[CH3:40][CH2:41]CCCC.C(OCC)(=O)C>C(OCC)(=O)C>[NH2:1][C:2]1[N:6]([C:7]([NH:9][CH3:10])=[S:8])[N:5]=[C:4]([C:11]2[C:12]3[C:13](=[CH:28][CH:31]=[CH:40][CH:41]=3)[CH:14]=[CH:15][CH:16]=2)[N:3]=1

Participants

6

Reactant 4

HCID 679Dimethyl SulfoxideHCID 11167Methyl isothiocyanateHCID 21226206Ethyl acetate hexaneHCID 88404305HCID 88404305, compound

Product 1

HCID 18922218HCID 18922218, compoundYield 8.9%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The synthesis method of Example 1-(3) was applied. The compound (13.6 g) obtained in (4) above, methyl isothiocyanate (25 g) and dimethyl sulfoxide (60 ml) were used as reagents. After the reaction, silica gel column chromatography (hexane-ethyl acetate) and recrystallization from ethyl acetate gave 844 mg of white crystals (yield 8.9% from 1-naphthoic acid hydrazide).

Sources & evidence

ORD record
ord-3cd6c081c113467ea579b18ceffa2afe
Source dataset
uspto-grants-1998_05
Patent number
US05750545

Reaction notes

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