4-Tert-Butylaniline → HCID 86698957, compound

HRID 1049154Notes

Reaction equation

HRID 1049154 reaction equation
CS[C:3]([S:9][CH3:10])=[C:4]([C:7]#[N:8])[C:5]#[N:6].[C:11]([C:15]1[CH:21]=[CH:20][C:18]([NH2:19])=[CH:17][CH:16]=1)([CH3:14])([CH3:13])[CH3:12]>CCO>[C:11]([C:15]1[CH:16]=[CH:17][C:18]([NH:19][C:3](=[C:4]([C:7]#[N:8])[C:5]#[N:6])[S:9][CH3:10])=[CH:20][CH:21]=1)([CH3:14])([CH3:12])[CH3:13]

Participants

4

Reactant 2

HCID 698614-Tert-ButylanilineHCID 992292-(Bis(methylsulfanyl)methylidene)propanedinitrile

Product 1

HCID 86698957HCID 86698957, compoundYield 53.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-(di(methylthio)methylene)malononitrile I-7 (300 mg, 1.76 mmol) and 4-tert-butylaniline (263 mg, 1.76 mmol) in EtOH (5 mL) was refluxed for 3 days. After the reaction mixture was allowed to cool to room temperature, the resulting solid was filtered, washed with minimal EtOH, and dried to give compound 5 (255 mg, 53.5% yield, 98.9% purity) as a white powder.

Workup

  1. filtrationthe resulting solid was filtered
  2. washwashed with minimal EtOH
  3. customdried

Sources & evidence

ORD record
ord-dcd68948bc5c44a6af335fc0317a5e11
Source dataset
uspto-grants-2016_07
Patent number
US09382237B2

Reaction notes

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