3-Pyridinecarboxaldehyde → (E)-3-methyl-N-(pyridin-3-ylmethylideneamino)-1,3-benzothiazol-2-imine

HRID 1724606Notes

Reaction equation

HRID 1724606 reaction equation
Cl.[CH3:2][N:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[S:5][C:4]1=[N:12][NH2:13].[N:14]1[CH:19]=[CH:18][CH:17]=[C:16]([CH:20]=O)[CH:15]=1.[OH-].[Na+]>C(O)(=O)C>[CH3:2][N:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[S:5]/[C:4]/1=[N:12]/[N:13]=[CH:20][C:16]1[CH:17]=[CH:18][CH:19]=[N:14][CH:15]=1

Participants

5

Reactant 3

HCID 103713-PyridinecarboxaldehydeHCID 14798Sodium HydroxideHCID 780413-Methyl-2-benzothiazolinone hydrazone hydrochloride

Product 1

HCID 87882106(E)-3-methyl-N-(pyridin-3-ylmethylideneamino)-1,3-benzothiazol-2-imine

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

1.50 g (6.42 mmol) of 2,3-dihydro-3-methyl-2-benzothiazolone hydrazone hydrochloride and 0.69 g (6.42 mmol) of 3-pyridinecarboxaldehyde in 10% acetic acid were stirred at room temperature for 30 minutes. The mixture was then made slightly alkaline with 2N sodium hydroxide solution and the precipitate was suction-filtered off, washed with water and dried under vacuum.

Workup

  1. filtrationthe precipitate was suction-filtered off
  2. washwashed with water
  3. customdried under vacuum

Sources & evidence

ORD record
ord-e802dfe4c3e2430c827099142f2718f8
Source dataset
uspto-grants-2009_02
Patent number
US07488353B2

Reaction notes

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