تفاعل #1244712

ord-0401a600ff394342be734d167df7450e

معادلة التفاعل

COc1ccc(N)c(C)c1
2-methyl-4-methoxyaniline
Cc1ccc(S(=O)(=O)O)cc1.O
p-toluenesulfonic acid hydrate
N#CCC#N
malononitrile
COc1ccc(-n2c(C)c(C)c(C#N)c2N)c(C)c1
title compound
COc1ccc(-n2c(C)c(C)c(C#N)c2N)c(C)c1
5-amino-4-cyano-2,3-dimethyl-1-(2-methyl-4-methoxyphenyl)pyrrole

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةThe mixture was refluxed
  2. 2
    درجة الحرارةwith heating for 2 hours
  3. 3
    درجة الحرارةwas refluxed
  4. 4
    درجة الحرارةwith heating for 12 hours
  5. 5
    أخرىThe cooled reaction mixture
  6. 6
    تركيزwas concentrated
  7. 7
    workup.ADDITIONThe residue was diluted with ether
  8. 8
    ترشيحfiltered

الإجراء التجريبي

To a solution of 2-methyl-4-methoxyaniline (10 g) in toluene (120 ml), acetoin and p-toluenesulfonic acid hydrate (44 mg) were added. The mixture was refluxed with heating for 2 hours. After the reaction mixture was cooled to room temperature, malononitrile (4.6 ml) was added to the reaction mixture, and it was refluxed with heating for 12 hours. The cooled reaction mixture was concentrated. The residue was diluted with ether, and filtered to give the title compound (5.73 g) having the following physical data

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07807688B2uspto-grants-2010_10