2-Amino-2-phenylacetonitrile → 1-(4-Amino-2-methyl-5-phenyl-1H-pyrrol-3-yl)-1-propanone

HRID 1390819Notes

Reaction equation

HRID 1390819 reaction equation
[NH2:1][CH:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[C:3]#[N:4].[CH3:11][C:12](=O)[CH2:13][C:14](=[O:17])[CH2:15][CH3:16]>CO>[NH2:4][C:3]1[C:13]([C:14](=[O:17])[CH2:15][CH3:16])=[C:12]([CH3:11])[NH:1][C:2]=1[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 408382-Amino-2-phenylacetonitrileHCID 763552,4-Hexanedione

Product 1

HCID 203300401-(4-Amino-2-methyl-5-phenyl-1H-pyrrol-3-yl)-1-propanoneYield 53%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Starting from 2-amino-2-phenylacetonitrile and hexane-2,4-dione, the open-chain intermediate compound is obtained, b.p. 160° C./0.3 mm Hg. The title compound is obtained in an overall yield of 53%, m.p. 166°-168° C. (from methanol).

Workup

  1. customthe open-chain intermediate compound is obtained

Sources & evidence

ORD record
ord-3d02e3bd42d047699331365ec462c042
Source dataset
uspto-grants-1979_02
Patent number
US04140696

Reaction notes

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