Vinyl isobutyl ether → N-[2-(1-isobutoxyethyl)ethyl]dithiocarbamic acid methyl ester

HRID 1980373Notes

Reaction equation

HRID 1980373 reaction equation
[CH3:1][S:2][C:3](=[S:8])[NH:4][CH2:5][CH2:6]O.[CH2:9]([O:13][CH:14]=[CH2:15])[CH:10]([CH3:12])[CH3:11].O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C(N(CC)CC)C>[CH3:1][S:2][C:3](=[S:8])[NH:4][CH2:5][CH2:6][CH:14]([O:13][CH2:9][CH:10]([CH3:12])[CH3:11])[CH3:15]

Participants

5

Reactant 3

HCID 7992Vinyl isobutyl etherHCID 521998p-Toluenesulfonic acid monohydrateHCID 13277332Methyl (2-hydroxyethyl)carbamodithioate

Product 1

HCID 54402436N-[2-(1-isobutoxyethyl)ethyl]dithiocarbamic acid methyl esterYield 95%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

To a mixture of N-(2-hydroxyethyl)dithiocarbamic acid methyl ester (1.513 g) and isobutoxyethylene (2.59 ml) is added toluene-p-sulfonic acid monohydrate (9.5 mg). After stirring for 30 minutes, triethylamine (8 μl) is added to the mixture, and the resulting solution is concentrated under reduced pressure to give N-[2-(1-isobutoxyethyl)ethyl]dithiocarbamic acid methyl ester (3.2 g). Yield: 95%.

Workup

  1. concentrationthe resulting solution is concentrated under reduced pressure

Sources & evidence

ORD record
ord-264f82d276034acc95e1fe34235fe07c
Source dataset
uspto-grants-1985_04
Patent number
US04508909

Reaction notes

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