1H,3H-Thieno[3,4-c]furan-1,3-dione → HCID 67054651, compound

HRID 868778Notes

Reaction equation

HRID 868778 reaction equation
[CH2:1]([CH:3]([CH2:23][CH2:24][CH2:25][CH3:26])[CH2:4][O:5][C:6]1[CH:7]=[C:8]([NH2:22])[C:9]([NH2:21])=[CH:10][C:11]=1[O:12][CH2:13][CH:14]([CH2:19][CH3:20])[CH2:15][CH2:16][CH2:17][CH3:18])[CH3:2].[C:27]1(=O)[C:31]2=[CH:32][S:33][CH:34]=[C:30]2[C:29](=O)[O:28]1>C(O)(=O)C.C(O)C>[CH2:19]([CH:14]([CH2:15][CH2:16][CH2:17][CH3:18])[CH2:13][O:12][C:11]1[C:6]([O:5][CH2:4][CH:3]([CH2:1][CH3:2])[CH2:23][CH2:24][CH2:25][CH3:26])=[CH:7][C:8]2[N:22]3[C:29](=[O:28])[C:30]4[C:31](=[CH:32][S:33][CH:34]=4)[C:27]3=[N:21][C:9]=2[CH:10]=1)[CH3:20]

Participants

4

Reactant 2

HCID 3156081H,3H-Thieno[3,4-c]furan-1,3-dioneHCID 66794687HCID 66794687, compound

Product 1

HCID 67054651HCID 67054651, compound

Reagents, catalysts & solvents 1

HCID 18476134Acetic acid ethanolSolvent

Procedure

A mixture of 4,5-bis((2-ethylhexyl)oxy)benzene-1,2-diamine (5.8 g, 0.016 mol) and thieno[3,4-c]furan-1,3-dione (2.5 g, 0.016 mol) is refluxed in a 100 mL acetic acid:ethanol (1:1) solvent blend for 24 hours. The solvent is distilled off and the crude product is purified by column chromatography (CHCl3) to yield the final product.

Workup

  1. distillationThe solvent is distilled off
  2. customthe crude product is purified by column chromatography (CHCl3)

Sources & evidence

ORD record
ord-714a835fbe284f4f9b26dd3ebbd92805
Source dataset
uspto-grants-2015_03
Patent number
US08968885B2

Reaction notes

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