4-Nitrobenzaldehyde → HCID 178498134, compound

HRID 2045563Notes

Reaction equation

HRID 2045563 reaction equation
[NH2:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][CH:3]=1.[N+:12]([C:15]1[CH:22]=[CH:21][C:18]([CH:19]=O)=[CH:17][CH:16]=1)([O-:14])=[O:13]>C(O)C>[N+:12]([C:15]1[CH:22]=[CH:21][C:18](/[CH:19]=[N:1]/[C:2]2[CH:3]=[CH:4][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:10][CH:11]=2)=[CH:17][CH:16]=1)([O-:14])=[O:13]

Participants

4

Reactant 2

HCID 5414-NitrobenzaldehydeHCID 12082Methyl 4-aminobenzoate

Product 1

HCID 178498134HCID 178498134, compoundYield 103.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of methyl 4-aminobenzoate (1.51 g, 10 mmol) and 4-nitrobenzaldehyde (1.51 g, 10 mmol) in ethanol (30 mL) was stirred overnight to give the yellow slurry. The precipitated off-white solid was collected and dried in vacuo to give (E)-methyl 4-(4-nitrobenzylideneamino)benzoate (2.93 g, 95% yield).

Workup

  1. customto give the yellow slurry
  2. customThe precipitated off-white solid was collected
  3. customdried in vacuo

Sources & evidence

ORD record
ord-c1deb03f1a134b3bbbe26b09e2c5a64d
Source dataset
uspto-grants-2013_11
Patent number
US08586747B2

Reaction notes

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