Propanal → 2-Ethyl-1,3-benzothiazole

HRID 1577815Notes

Reaction equation

HRID 1577815 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[SH:8].[CH:9](=O)[CH2:10][CH3:11]>>[CH2:10]([C:11]1[S:8][C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[N:1]=1)[CH3:9]

Participants

3

Reactant 2

HCID 527PropanalHCID 87132-Aminothiophenol

Product 1

HCID 6385672-Ethyl-1,3-benzothiazole

Procedure

The procedure of Example 1 was repeated, except that the reactants consisted of 37.5 g. of 2-aminothiophenol and 17.5 g. of propionaldehyde. The residue which remained after the removal of solvent was distilled in vacuo, chromatographed on a silica gel column with toluene as eluant, and redistilled at 94°-104°/0.3 mm. to give 2-ethylbenzothiazoline. The following elemental micro-analysis was obtained:

Workup

  1. customafter the removal of solvent
  2. distillationwas distilled in vacuo
  3. customchromatographed on a silica gel column with toluene as eluant
  4. distillationredistilled at 94°-104°/0.3 mm

Sources & evidence

ORD record
ord-db4dd5e3908542a98b3efb40ce88691d
Source dataset
uspto-grants-1981_09
Patent number
US04289766

Reaction notes

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