Water → HCID 86667606, compound

HRID 85326Notes

Reaction equation

HRID 85326 reaction equation
[CH2:1]([N:5]([CH2:16][CH2:17][CH2:18][CH3:19])[C:6]1[CH:13]=[CH:12][C:9]([CH:10]=O)=[C:8]([O:14][CH3:15])[CH:7]=1)[CH2:2][CH2:3][CH3:4].[C:20]([C:22]([C:37]#[N:38])=[C:23]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[C:25](=[C:32]([C:35]#[N:36])[C:33]#[N:34])[CH2:24]1)#[N:21].O>C(O)(=O)C>[CH2:1]([N:5]([CH2:16][CH2:17][CH2:18][CH3:19])[C:6]1[CH:13]=[CH:12][C:9]([CH:10]=[C:24]2[C:25](=[C:32]([C:35]#[N:36])[C:33]#[N:34])[C:26]3[C:31](=[CH:30][CH:29]=[CH:28][CH:27]=3)[C:23]2=[C:22]([C:20]#[N:21])[C:37]#[N:38])=[C:8]([O:14][CH3:15])[CH:7]=1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 962WaterHCID 33606101,3-Bis(dicyanomethylidene)indanHCID 146439034-(Dibutylamino)-2-methoxybenzaldehyde

Product 1

HCID 86667606HCID 86667606, compoundYield 86.5%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
80 °C

Procedure

In 10 ml of anhydrous acetic acid were dissolved 0.8 g (3.04 mmol) of 4-(dibutylamino)-2-methoxybenzaldehyde and 0.73 g (3.01 mmol) of 1,3-bis(dicyanomethylidene)indan. The mixture was stirred with heating at 80° C. for 2 hours. The reaction mixture was poured into 200 ml of water and the precipitate was separated by filtration, washed with water, and dried. The crystal was purified by silica gel column chromatography and washed with methanol to give 1.27 g of a black crystal having a mp of 195-198° C. (yield: 86.4%).

Workup

  1. customthe precipitate was separated by filtration
  2. washwashed with water
  3. customdried
  4. customThe crystal was purified by silica gel column chromatography
  5. washwashed with methanol

Sources & evidence

ORD record
ord-aa904c33c98c433fa27ac7ea2aa63a45
Source dataset
uspto-grants-2014_09
Patent number
US08846955B2

Reaction notes

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