Methyl 4-aminobenzoate → HCID 178498133, compound

HRID 1801325Notes

Reaction equation

HRID 1801325 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([N+:10]([O-:12])=[O:11])[CH:9]=1)[CH:5]=O.[NH2:13][C:14]1[CH:23]=[CH:22][C:17]([C:18]([O:20][CH3:21])=[O:19])=[CH:16][CH:15]=1>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([N+:10]([O-:12])=[O:11])[CH:9]=1)/[CH:5]=[N:13]/[C:14]1[CH:15]=[CH:16][C:17]([C:18]([O:20][CH3:21])=[O:19])=[CH:22][CH:23]=1

Participants

4

Reactant 2

HCID 12082Methyl 4-aminobenzoateHCID 122489733-Chloro-5-nitrobenzaldehyde

Product 1

HCID 178498133HCID 178498133, compoundYield 1,085.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 3-chloro-5-nitrobenzaldehyde (371 mg, 0.1 mmol) in ethanol (6 mL) was added methyl 4-aminobenzoate (302 mg, 2.0 mmol). After a while, solids precipitated from the resulting clear yellow solution. The precipitated solid was filtered and 346 mg of (E)-methyl 4-(3-chloro-5-nitrobenzylideneamino)benzoate as a yellow solid was obtained. Yield=54%.

Workup

  1. customAfter a while, solids precipitated from the resulting clear yellow solution
  2. filtrationThe precipitated solid was filtered

Sources & evidence

ORD record
ord-0f8aff8f88e04e9e80e358b7dd3184dc
Source dataset
uspto-grants-2013_01
Patent number
US08344137B2

Reaction notes

Loading…