Dimethyldithiocarbamic acid, dimethylamine → 2-Acetoxy-3-methoxy-alpha-(nitromethyl)benzyl dimethyldithiocarbamate

HRID 26142Notes

Reaction equation

HRID 26142 reaction equation
[C:1]([O:4][C:5]1[C:10]([CH:11]=[CH:12][N+:13]([O-:15])=[O:14])=[CH:9][CH:8]=[CH:7][C:6]=1[O:16][CH3:17])(=[O:3])[CH3:2].[CH3:18][N:19]([CH3:23])[C:20](=[S:22])[S-:21].C[NH2+]C>C(=S)=S>[CH3:18][N:19]([CH3:23])[C:20](=[S:21])[S:22][CH:11]([CH2:12][N+:13]([O-:15])=[O:14])[C:10]1[CH:9]=[CH:8][CH:7]=[C:6]([O:16][CH3:17])[C:5]=1[O:4][C:1](=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 11728Dimethyldithiocarbamic acid, dimethylamineHCID 536784862-Methoxy-6-(2-nitrovinyl)phenyl acetate

Product 1

HCID 213246082-Acetoxy-3-methoxy-alpha-(nitromethyl)benzyl dimethyldithiocarbamate

Reagents, catalysts & solvents 1

HCID 6348Carbon DisulfideSolvent

Procedure

As in Example 17, reaction of 2-methoxy-6-(2-nitrovinyl)phenyl acetate from Example 22 with dimethylammonium dimethyldithiocarbamate in the presence of carbon disulfide gave 2-acetoxy-3-methoxy-α-(nitromethyl)benzyl dimethyldithiocarbamate melting at 124° C.-125.5° C. after recrystallization without heating from dimethylformamide-methanol solution.

Sources & evidence

ORD record
ord-91e51dd9aecb4388a3ceff2fa371b301
Source dataset
uspto-grants-1979_04
Patent number
US04148795

Reaction notes

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