Allylamine → HCID 86739977, compound

HRID 2164533Notes

Reaction equation

HRID 2164533 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]([NH2:16])[CH:14]=[CH2:15]>C(COC)OC>[C:1]([C:3](=[C:8]([S:9][CH3:10])[NH:16][CH2:13][CH:14]=[CH2:15])[C:4]([O:6][CH3:7])=[O:5])#[N:2]

Participants

4

Reactant 2

HCID 7853AllylamineHCID 319957Methyl 2-cyano-3,3-bis(methylsulfanyl)prop-2-enoate

Product 1

HCID 86739977HCID 86739977, compoundYield 101.5%

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

To a suspension of 2-cyano-3,3-bis(methylthio)-2-propenoic acid, methyl ester (8.12 g) in dimethoxyethane (13 mL) was added (2-propenyl)amine (2.51 g). The mixture dissolved. After about 15 min the solvent was evaporated under nitrogen and the solid residue was filtered with diethyl ether to give 2-cyano-3-methylthio-3-(2-propenyl)amino-2-propenoic acid, methyl ester (8.61 g).

Workup

  1. dissolutionThe mixture dissolved
  2. customAfter about 15 min the solvent was evaporated under nitrogen
  3. filtrationthe solid residue was filtered with diethyl ether

Sources & evidence

ORD record
ord-573d0532c2764341b31b4329b36cb78d
Source dataset
uspto-grants-1985_03
Patent number
US04505910

Reaction notes

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