5-(Dibutylamino)thiophene-2-carbaldehyde → HCID 15508765, compound

HRID 931859Notes

Reaction equation

HRID 931859 reaction equation
[CH2:1]([N:5]([CH2:13][CH2:14][CH2:15][CH3:16])[C:6]1[S:10][C:9]([CH:11]=O)=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH3:4].[CH2:17]([N:21]1[C:26]([OH:27])=[CH:25][C:24]([CH3:28])=[C:23]([C:29]#[N:30])[C:22]1=[O:31])[CH2:18][CH2:19][CH3:20]>C(OC(=O)C)(=O)C>[CH2:17]([N:21]1[C:26](=[O:27])/[C:25](=[CH:11]/[C:9]2[S:10][C:6]([N:5]([CH2:13][CH2:14][CH2:15][CH3:16])[CH2:1][CH2:2][CH2:3][CH3:4])=[CH:7][CH:8]=2)/[C:24]([CH3:28])=[C:23]([C:29]#[N:30])[C:22]1=[O:31])[CH2:18][CH2:19][CH3:20]

Participants

4

Reactant 2

HCID 153969105-(Dibutylamino)thiophene-2-carbaldehydeHCID 178448683HCID 178448683, compound

Product 1

HCID 15508765HCID 15508765, compound

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

To a 100 ml flask, 3.0 g of 5-(dibutylamino)thiophene-2-carbaldehyde, 2.59 g of 1-butyl-6-hydroxy-4-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile and 10 ml of acetic anhydride are added, followed by heating while refluxing. After completion of the reaction, the resulting material is cooled and the solvent is removed to obtain (E)-1-butyl-5-((5-(dibutylamino)thiophen-2-yl)methylene)-4-methyl-2,6-dioxo-1,2,5,6-tetrahydropyridine-3-carbonitrile in solid phase.

Workup

  1. temperatureby heating
  2. temperaturewhile refluxing
  3. customAfter completion of the reaction
  4. temperaturethe resulting material is cooled
  5. customthe solvent is removed

Sources & evidence

ORD record
ord-fd093f580824459d9d900a240a39e9e4
Source dataset
uspto-grants-2016_03
Patent number
US09297940B2

Reaction notes

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