3-Chlorobenzaldehyde → HCID 12640216, compound

HRID 1680435Notes

Reaction equation

HRID 1680435 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][CH:20]=1)[CH:16]=O>C1C=CC=CC=1>[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][CH:20]=[C:13]([Cl:12])[CH:14]=2)=[CH:7][N:6]=1)=[O:4]

Participants

4

Reactant 2

HCID 114773-ChlorobenzaldehydeHCID 12457877Methyl 5-aminopyridine-2-carboxylate

Product 1

HCID 12640216HCID 12640216, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

The starting material is prepared as follows: The mixture of 30.44 g of 5-aminopyridine-2-carboxylic acid methyl ester, 30.9 g of m-chlorobenzaldehyde and 400 ml of benzene is refluxed on a water-trap for 3 days. It is evaporated and the residue recrystallized from benzene/ethylacetate/diethyl ether, to yield the 5-(m-chlorobenzylideneamino)-pyridine-2-carboxylic acid methyl ester melting at 139°-142°.

Workup

  1. customThe starting material is prepared
  2. temperatureis refluxed on a water-trap for 3 days
  3. customIt is evaporated
  4. customthe residue recrystallized from benzene/ethylacetate/diethyl ether

Sources & evidence

ORD record
ord-c3fa626a9daa438a950549ee5452c374
Source dataset
uspto-grants-1981_06
Patent number
US04273779

Reaction notes

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