Phenacylamine → HCID 54521924, compound

HRID 848164Notes

Reaction equation

HRID 848164 reaction equation
NCC(C1C=CC=CC=1)=O.N1C=CC(C=O)=CC=1.[NH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[C:26](=[O:36])[CH2:27][CH:28]([C:30]1[CH:35]=[CH:34][N:33]=[CH:32][CH:31]=1)O>CO>[NH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[C:26](=[O:36])[CH:27]=[CH:28][C:30]1[CH:31]=[CH:32][N:33]=[CH:34][CH:35]=1

Participants

5

Reactant 3

HCID 11952PhenacylamineHCID 133894-PyridinecarboxaldehydeHCID 86738036HCID 86738036, compound

Product 1

HCID 54521924HCID 54521924, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The procedure is as in Example 13 starting from 4 g of 2-aminoacetophenone and 6.42 g of pyridine-4-carbaldehyde in 14 ml of methanol. 5.2 g of a 50/50 mixture of 1-(2-aminophenyl) 3-(4-pyridyl) 3-hydroxy 1-propanone and of 1-(2-aminophenyl) 3-(4-pyridyl) 2-propene-1-one are obtained. The constituents of this mixture are separated by chromatography on a silica column (eluant: mixture of 80 parts by volume of ethyl acetate and 20 parts by volume of cyclohexane). 2.3 g of 1-(2-aminophenyl) 3-(4-pyridyl) 2-propene-1-one, melting at 168° C. are obtained.

Sources & evidence

ORD record
ord-e3a0ec38dea04089b07418e7698a5f61
Source dataset
uspto-grants-1981_10
Patent number
US04294841

Reaction notes

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