Acetylacetone → Ethanone, 1-(4-amino-2-methyl-5-(3-methylphenyl)-1H-pyrrol-3-yl)-

HRID 2057705Notes

Reaction equation

HRID 2057705 reaction equation
[NH2:1][CH:2]([C:5]1[CH:6]=[C:7]([CH3:11])[CH:8]=[CH:9][CH:10]=1)[C:3]#[N:4].[C:12]([CH2:15][C:16](=O)[CH3:17])(=[O:14])[CH3:13]>C(O)C>[C:12]([C:15]1[C:3]([NH2:4])=[C:2]([C:5]2[CH:6]=[C:7]([CH3:11])[CH:8]=[CH:9][CH:10]=2)[NH:1][C:16]=1[CH3:17])(=[O:14])[CH3:13]

Participants

4

Reactant 2

HCID 31261AcetylacetoneHCID 12339418α-Amino-3-methylbenzeneacetonitrile

Product 1

HCID 41886Ethanone, 1-(4-amino-2-methyl-5-(3-methylphenyl)-1H-pyrrol-3-yl)-

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Starting from 2-amino-2-(m-tolyl)acetonitrile and acetylacetone, the open-chain intermediate compound is obtained, b.p. 170° C./0.02 mm Hg. The title compound is obtained in a 59% overall yield, m.p. 195°-197° C. (from ethanol).

Workup

  1. customthe open-chain intermediate compound is obtained

Sources & evidence

ORD record
ord-4a2b06c1e7f84014ada45b2a6a0bbf82
Source dataset
uspto-grants-1980_07
Patent number
US04212806

Reaction notes

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