Isopropanol → N-(p-Methoxybenzylidene)-p-nitroaniline

HRID 2115187Notes

Reaction equation

HRID 2115187 reaction equation
[CH:1](=O)[C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][CH:3]=1.C(O)(C)C.[N+:15]([C:18]1[CH:24]=[CH:23][C:21]([NH2:22])=[CH:20][CH:19]=1)([O-:17])=[O:16]>>[CH3:9][O:8][C:5]1[CH:6]=[CH:7][C:2]([CH:1]=[N:22][C:21]2[CH:23]=[CH:24][C:18]([N+:15]([O-:17])=[O:16])=[CH:19][CH:20]=2)=[CH:3][CH:4]=1

Participants

4

Reactant 3

HCID 3776IsopropanolHCID 74754-NitroanilineHCID 312444-Methoxybenzaldehyde

Product 1

HCID 262174N-(p-Methoxybenzylidene)-p-nitroanilineYield 66%

Procedure

To 50 g (370 mmol) of anisaldehyd in 160 ml of isopropanol 51 g (370 mmol) of para-nitroanilin are added. After 2 h at 80° C. the product precipitates. The reaction mixture cooled to room temperature and filtered. The residue is washed with isopropanol. After drying 62.9 g of product 2 is obtained (yield of 66%) in form of yellow crystals: C14H13N2O3 (257.27).

Workup

  1. customAfter 2 h at 80° C. the product precipitates
  2. filtrationfiltered
  3. washThe residue is washed with isopropanol
  4. dry with materialAfter drying 62.9 g of product 2
  5. customis obtained (yield of 66%) in form of yellow crystals

Sources & evidence

ORD record
ord-10d96de1c79e4cea81bc393fc969f9cb
Source dataset
uspto-grants-2008_10
Patent number
US07435727B2

Reaction notes

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