4-Methoxybenzylamine → HCID 131736126, compound

HRID 1052385Notes

Reaction equation

HRID 1052385 reaction equation
[C:1]([C:3](=[C:9]([S:12][CH3:13])SC)[C:4]([O:6][CH2:7][CH3:8])=[O:5])#[N:2].[CH3:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22][NH2:23])=[CH:18][CH:17]=1>C(O)C>[C:1](/[C:3](=[C:9](/[NH:23][CH2:22][C:19]1[CH:20]=[CH:21][C:16]([O:15][CH3:14])=[CH:17][CH:18]=1)\[S:12][CH3:13])/[C:4]([O:6][CH2:7][CH3:8])=[O:5])#[N:2]

Participants

4

Reactant 2

HCID 754524-MethoxybenzylamineHCID 2747745Ethyl 3,3-Bis(methylthio)-2-cyanoacrylate

Product 1

HCID 131736126HCID 131736126, compoundYield 121.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 2-cyano-3,3-bis(methylthio)acrylate (3.8 g, 17.49 mmol) was dissolved in 70 mL ethanol and (4-methoxyphenyl)methanamine (2.88 g, 20.99 mmol) was added. The reaction was stirred at reflux for 2 h. The solvent was evaporated to give 6.5 g (100% yield) of the title compound that was used in the next step without any further purification. Purity 80%.

Workup

  1. temperatureat reflux for 2 h
  2. customThe solvent was evaporated

Sources & evidence

ORD record
ord-fa286baf362a4ccc82d95b64b30052c1
Source dataset
uspto-grants-2016_07
Patent number
US09388189B2

Reaction notes

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