p-Aminopropiophenone → HCID 178458498, compound

HRID 268268Notes

Reaction equation

HRID 268268 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:11])[CH2:9][CH3:10])=[CH:4][CH:3]=1.[ClH:12].N([C:20]1[C:29]2[C:24](=[CH:25][CH:26]=[C:27]3[N:32]=[CH:31][NH:30][C:28]3=2)[N:23]=[C:22]([CH3:33])[CH:21]=1)C1C=CC=CC=1>C(O)C>[ClH:12].[C:8]([C:5]1[CH:4]=[CH:3][C:2]([NH:1][C:20]2[C:29]3[C:24](=[CH:25][CH:26]=[C:27]4[N:32]=[CH:31][NH:30][C:28]4=3)[N:23]=[C:22]([CH3:33])[CH:21]=2)=[CH:7][CH:6]=1)(=[O:11])[CH2:9][CH3:10]

Participants

4

Reactant 2

HCID 6270p-AminopropiophenoneHCID 178428198HCID 178428198, compound

Product 1

HCID 178458498HCID 178458498, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture containing 14.9 g. (0.1 m) of p-aminopropiophenone 21.7 g. (0.1 m.) of the compound of Example I, C. and 500 ml. of ethanol was refluxed with stirring overnight. It was then concentrated in vacuo to give 34 g. m.p. 287°-289°, complete 320°C. The crude product was recrystallized from 1000 ml. of MeOH to yield 27 g.m.p. softens 318°, melts 328°-330°C.

Workup

  1. additionA mixture containing 14.9 g
  2. concentrationIt was then concentrated in vacuo
  3. customto give 34 g
  4. customm.p. 287°-289°, complete 320°C
  5. customThe crude product was recrystallized from 1000 ml
  6. customof MeOH to yield 27 g
  7. customsoftens 318°
  8. custommelts 328°-330°C.

Sources & evidence

ORD record
ord-ad6befb4b5ce429890238a3e72ae4353
Source dataset
uspto-grants-1976_03
Patent number
US03947434

Reaction notes

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