1-Nitropropene → HCID 20212877, compound

HRID 1906231Notes

Reaction equation

HRID 1906231 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([CH2:10][C:11]([NH2:13])=[O:12])=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.[N+:14]([CH:17]=[CH:18][CH3:19])([O-:16])=[O:15]>>[CH3:19][CH:18]([C:3]1[C:4]2[C:9](=[CH:8][CH:7]=[C:6]([CH2:10][C:11]([NH2:13])=[O:12])[CH:5]=2)[NH:1][CH:2]=1)[CH2:17][N+:14]([O-:16])=[O:15]

Participants

3

Reactant 2

HCID 184771-NitropropeneHCID 12805219HCID 12805219, compound

Product 1

HCID 20212877HCID 20212877, compound

Procedure

A mixture of 1H-indole-5-acetamide (0.41 g) and 1-nitropropene (0.23 g) was heated at 80° for 24 h and then left at ambient temperature for another 24 h. Chromatography of the thick oil on silica (Merck 7734, 35 g) eluting with ethyl acetate gave a mixture of the title compound and starting material (4:1, 0.26 g) which was used in the next stage without further purification.

Workup

  1. temperaturewas heated at 80° for 24 h
  2. washChromatography of the thick oil on silica (Merck 7734, 35 g) eluting with ethyl acetate
  3. customgave

Sources & evidence

ORD record
ord-34eb1fea81cc40d28a3c3a009b2af759
Source dataset
uspto-grants-1987_03
Patent number
US04650810

Reaction notes

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