3-Pyridinecarboxaldehyde → HCID 69516334, compound

HRID 1181265Notes

Reaction equation

HRID 1181265 reaction equation
Cl.[CH3:2][C:3]1[C:7]2[N:8]=[CH:9][N:10]=[C:11]([NH:12][NH2:13])[C:6]=2[S:5][CH:4]=1.[N:14]1[CH:19]=[CH:18][CH:17]=[C:16]([CH:20]=O)[CH:15]=1>C(O)C>[CH3:2][C:3]1[C:7]2[N:8]=[CH:9][N:10]=[C:11]([NH:12][N:13]=[CH:20][C:16]3[CH:15]=[N:14][CH:19]=[CH:18][CH:17]=3)[C:6]=2[S:5][CH:4]=1

Participants

4

Reactant 2

HCID 103713-PyridinecarboxaldehydeHCID 21960236(7-Methylthieno[3,2-d]pyrimidin-4-yl)hydrazine hydrochloride

Product 1

HCID 69516334HCID 69516334, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of (7-methylthieno[3,2-d]pyrimidin-4-yl)hydrazine hydrochloride (5, 1.7 g, 7.9 mmol) and 3-pyridinecarboxaldehyde(1.1 g, 10.3 mmol) in ethanol (30 mL) was heated at reflux for 4 hours. After cooling to room temperature, the solid product was collected by vacuum filtration and recrystallized from methanol to yield 3-pyridinecarboxaldehyde(7-methylthieno[3,2-d]pyrimidin-4-yl)hydrazone (1.5 g, 71% yield) as white needles.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 4 hours
  3. filtrationthe solid product was collected by vacuum filtration
  4. customrecrystallized from methanol

Sources & evidence

ORD record
ord-a7bd4603211b4e72acd42870d67f91e6
Source dataset
uspto-grants-2007_10
Patent number
US07285556B2

Reaction notes

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