HCID 22762587, compound → HCID 22762595, compound

HRID 1112739Notes

Reaction equation

HRID 1112739 reaction equation
[CH2:1]([NH:10][C:11](=[O:26])[CH2:12][CH2:13][N:14]1[CH2:19][CH2:18][N:17]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:16][CH2:15]1)[C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=O>O>[C:4]1([C:2]2[O:26][C:11]([CH2:12][CH2:13][N:14]3[CH2:15][CH2:16][N:17]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)[CH2:18][CH2:19]3)=[N:10][CH:1]=2)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

3

Reactant 1

HCID 22762587HCID 22762587, compound

Product 1

HCID 22762595HCID 22762595, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
140 °C

Procedure

N-Phenacyl-3-(4-phenylpiperazine-1-yl)-proponamide (4.03 g; 0.011 mole) was mixed with polyphosphoric acid (36 g) and stirred and heated at 140° C. for 30 minutes. The mixture was dissolved in water (100 ml), cooled, and extracted (2 × 30 ml chloroform). The extracts were discarded and the aqueous phase basified to pH 9 with 50% aqueous NaOH solution. The emulsion formed was extracted with 3 × 100 ml chloroform, the extracts dried and evaporated. The crystalline residue was recrystallised from 60°-80° C. petroleum ether. Yield 2.6 g m.p. 84°-5° C.

Workup

  1. temperaturecooled
  2. extractionextracted (2 × 30 ml chloroform)
  3. customThe emulsion formed
  4. extractionwas extracted with 3 × 100 ml chloroform
  5. customthe extracts dried
  6. customevaporated
  7. customThe crystalline residue was recrystallised from 60°-80° C. petroleum ether

Sources & evidence

ORD record
ord-5b51564e2e934f4cbc6e0b694561c42c
Source dataset
uspto-grants-1978_10
Patent number
US04123529

Reaction notes

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