Hydrochloric Acid → (E)-3-methyl-N-[(1-methylimidazol-2-yl)methylideneamino]-1,3-benzothiazol-2-imine

HRID 1724608Notes

Reaction equation

HRID 1724608 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].[CH3:14][N:15]1[CH:19]=[CH:18][N:17]=[C:16]1[CH:20]=O.Cl.[OH-].[Na+]>C(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[N:15]([CH3:14])[CH:19]=[CH:18][N:17]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 780413-Methyl-2-benzothiazolinone hydrazone hydrochlorideHCID 1395751-Methyl-2-imidazolecarboxaldehyde

Product 1

HCID 87882107(E)-3-methyl-N-[(1-methylimidazol-2-yl)methylideneamino]-1,3-benzothiazol-2-imine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

As in Example 1, 1.27 g (5.45 mmol) of 2,3-dihydro-3-methyl-2-benzothiazolone hydra-zone hydrochloride and 0.60 g (5.45 mmol) of 1-methyl-2-imidazolecarboxaldehyde in 40 mL of a mixture of HCl and ethanol (1:2) were stirred at room temperature for 30 minutes. The mixture was then rendered slightly alkaline with 2N sodium hydroxide solution. The precipitated product was suction-filtered off, washed with water and dried under vacuum.

Workup

  1. filtrationThe precipitated product was suction-filtered off
  2. washwashed with water
  3. customdried under vacuum

Sources & evidence

ORD record
ord-b1fdf335451d4fdd82ff6195fd44eab9
Source dataset
uspto-grants-2009_02
Patent number
US07488353B2

Reaction notes

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