4-Chlorobenzaldehyde → 2-(4'-Chlorophenyl)benzothiazole

HRID 329251Notes

Reaction equation

HRID 329251 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[SH:8].[Cl:9][C:10]1[CH:17]=[CH:16][C:13]([CH:14]=O)=[CH:12][CH:11]=1>>[Cl:9][C:10]1[CH:17]=[CH:16][C:13]([C:14]2[S:8][C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[N:1]=2)=[CH:12][CH:11]=1

Participants

3

Reactant 2

HCID 77264-ChlorobenzaldehydeHCID 87132-Aminothiophenol

Product 1

HCID 957522-(4'-Chlorophenyl)benzothiazole

Procedure

2-Aminothiophenol (12.5 g, 0.1 mole) and 14.1 g (0.1 mole) p-chlorobenzaldehyde were combined in an Erlenmeyer flask at room temperature. The aldehyde dissolved in the mixture which became cloudy after a few minutes. Heat was evolved and the mixture gradually solidified. The product was recrystallized from ethanol yielding 18.0 g (73%) pale yellow crystals, mp. 85°-87°.

Workup

  1. customwere combined in an Erlenmeyer flask at room temperature
  2. customafter a few minutes
  3. temperatureHeat
  4. customThe product was recrystallized from ethanol yielding 18.0 g (73%) pale yellow crystals, mp. 85°-87°

Sources & evidence

ORD record
ord-ff5d85b242bb407f85da5c8cb59c15df
Source dataset
uspto-grants-1977_04
Patent number
US04020165

Reaction notes

Loading…