تفاعل #349339

ord-5242bf3ae1fa4368aaa68443bfd0a4f7

معادلة التفاعل

CCCCN1Cc2[nH]c3ccccc3c2C1
2-n-Butyl-1,2,3,4-tetrahydropyrrolo[3,4-b]indole
[H-].[Na+]
sodium hydride
O=C1C=CN=N1
pyrazolone
Cc1cc(=O)n(-c2ccccc2)[nH]1
2-phenyl-5-methyl-3H-pyrazol-3-one
CI
methyl iodide
CCCCN(C)Cc1[nH]c2ccccc2c1CC1C(=O)N(c2ccccc2)N=C1C
4-[[2-[(n-butylmethylamino)methyl]-1H-indol-3-yl]methyl]-2,4-dihydro-5-methyl-2-phenyl-3H-pyrazol-3-one

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىprepared from 6.96 g
  2. 2
    أخرىat 10°-20° C
  3. 3
    درجة الحرارةThe mixture is heated on a steam bath for one hour
  4. 4
    أخرىprecipitating the product, 8.6 g
  5. 5
    أخرىRecrystallization from methanol
  6. 6
    أخرىgives 6.3 g

الإجراء التجريبي

A solution of 2-n-Butyl-1,2,3,4-tetrahydropyrrolo[3,4-b]indole, 8.6 g., and methyl iodide, 2.6 ml. in dimethylformamide is stirred fifteen minutes, and then added all at once to a solution of the anion of the pyrazolone, prepared from 6.96 g. of 2-phenyl-5-methyl-3H-pyrazol-3-one and 2.0 g. fifty percent sodium hydride in dimethylformamide at 10°-20° C. The mixture is heated on a steam bath for one hour, then stirred at room temperature for sixteen hours. The reaction mixture is next poured into water, precipitating the product, 8.6 g., m.p. about 180°-200° with decomposition. Recrystallization from methanol gives 6.3 g., m.p. 195°-200° with decomposition.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04153711uspto-grants-1979_05