4-Pyridin-2-ylbenzaldehyde → HCID 16665466, compound

HRID 2366449Notes

Reaction equation

HRID 2366449 reaction equation
Cl.Cl.[NH2:3][C:4]1[C:12]([NH2:13])=[CH:11][CH:10]=[CH:9][C:5]=1[C:6]([NH2:8])=[O:7].[N:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[C:20]1[CH:27]=[CH:26][C:23]([CH:24]=O)=[CH:22][CH:21]=1>CO.[Pd]>[NH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH:15]1[C:20]1[CH:21]=[CH:22][C:23]([C:24]2[NH:13][C:12]3[CH:11]=[CH:10][CH:9]=[C:5]([C:6]([NH2:8])=[O:7])[C:4]=3[N:3]=2)=[CH:26][CH:27]=1

Participants

5

Reactant 2

HCID 15152404-Pyridin-2-ylbenzaldehydeHCID 534228072,3-Diaminobenzamide dihydrochloride

Product 1

HCID 16665466HCID 16665466, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 2,3-diaminobenzamide dihydrochloride (1 g), 4-pyridin-2-ylbenzaldehyde (0.82 g) and 10% Pd/C (0.3 g) in methanol (30 mL) at reflux was stirred for 18 hours, cooled, filtered through diatomaceous earth (Celite®) and concentrated. The concentrate was crystallized from methanol.

Workup

  1. temperatureat reflux
  2. temperaturecooled
  3. filtrationfiltered through diatomaceous earth (Celite®)
  4. concentrationconcentrated
  5. customThe concentrate was crystallized from methanol

Sources & evidence

ORD record
ord-8461bdab4ad64985bf8947bbc18ed842
Source dataset
uspto-grants-2014_04
Patent number
US08697736B2

Reaction notes

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