Reaction #312238

ord-3a453a7dc5394ab0ae3406e86f63ee3b

Reaction equation

O=C1CCCCCN1
caprolactam
Nc1ccccc1S
o-aminothiophenol
Cc1ccc(S(=O)(=O)O)cc1
p-toluenesulfonic acid
→
NCCCCCc1nc2ccccc2s1
2-(5-aminopentyl)benzothiazole

Reactants

O=C1CCCCCN1
caprolactam
Nc1ccccc1S
o-aminothiophenol
Cc1ccc(S(=O)(=O)O)cc1
p-toluenesulfonic acid

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherwhile removing water
  2. 2
    workup.DISTILLATIONby distillation

Procedure

A mixture of caprolactam (62 g; 0.55 mole) and o-aminothiophenol (68.8; 0.55 mole) was heated with p-toluenesulfonic acid (4.3 g) at 190°-260° for 41/2 hrs. while removing water by distillation. The product was essentially pure 2-(5-aminopentyl)benzothiazole.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04235838uspto-grants-1980_11