Ethylamine → HCID 86125236, compound

HRID 2164755Notes

Reaction equation

HRID 2164755 reaction equation
[C:1]([C:3](=[C:8](SC)[S:9][CH3:10])[C:4]([O:6][CH3:7])=[O:5])#[N:2].[CH2:13]([NH2:15])[CH3:14]>C(COC)OC>[C:1]([C:3](=[C:8]([NH:15][CH2:13][CH3:14])[S:9][CH3:10])[C:4]([O:6][CH3:7])=[O:5])#[N:2]

Participants

4

Reactant 2

HCID 6341EthylamineHCID 319957Methyl 2-cyano-3,3-bis(methylsulfanyl)prop-2-enoate

Product 1

HCID 86125236HCID 86125236, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent2×

Procedure

To a suspension of 2-cyano-3,3-bis(methylthio)-2-propenoic acid, methyl ester (8.12 g, 1 eq) in dimethoxyethane (14 mL) was added a solution of ethylamine (2.16 g, 1.2 eq.) in dimethoxyethane (6.5 mL). The suspension turned to solution, and a white solid began to precipitate. After about 10 min the solvent was removed and the residue was filtered with diethyl ether to yield 2-cyano-3-ethylamino-3-methylthio-2-propenoic acid, methyl ester (7.2 g): mp 86°-88° C.

Workup

  1. customto precipitate
  2. customAfter about 10 min the solvent was removed
  3. filtrationthe residue was filtered with diethyl ether

Sources & evidence

ORD record
ord-5ca02f37190b4403b0914d55f6b36724
Source dataset
uspto-grants-1985_03
Patent number
US04507304

Reaction notes

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