Benzene → HCID 54019484, compound

HRID 1680447Notes

Reaction equation

HRID 1680447 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[CH:7][N:6]=1)=[O:4].[Cl:12][C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][C:20]=1[Cl:21])[CH:16]=O.C1C=CC=CC=1>O>[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([N:11]=[CH:16][C:15]2[CH:18]=[CH:19][C:20]([Cl:21])=[C:13]([Cl:12])[CH:14]=2)=[CH:7][N:6]=1)=[O:4]

Participants

5

Reactant 3

HCID 241BenzeneHCID 227103,4-DichlorobenzaldehydeHCID 12457877Methyl 5-aminopyridine-2-carboxylate

Product 1

HCID 54019484HCID 54019484, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The starting material is prepared as follows: The mixture of 7 g of 5-aminopyridine-2-carboxylic acid methyl ester, 8.9 g of 3,4-dichlorobenzaldehyde, and 40 ml benzene are refluxed for 29 hours on a water-separating trap. The initial suspension becomes a clear solution, which is evaporated. The solid residue is triturated with diethyl ether and recrystallized from acetonitrile, to yield the 5-(3,4-dichlorobenzylideneamino)-pyridine-2-carboxylic acid methyl ester melting at 202°-207°.

Workup

  1. customThe starting material is prepared
  2. customseparating trap
  3. customis evaporated
  4. customThe solid residue is triturated with diethyl ether
  5. customrecrystallized from acetonitrile

Sources & evidence

ORD record
ord-46254cfd05204add920c7f4e0febb349
Source dataset
uspto-grants-1981_06
Patent number
US04273779

Reaction notes

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