Water → HCID 12231953, compound

HRID 1087792Notes

Reaction equation

HRID 1087792 reaction equation
[NH2:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([N:8]([CH3:10])[CH3:9])=[O:7])=[CH:4][CH:3]=1.[CH2:13]([CH2:17][C:18](=O)[CH3:19])[C:14]([CH3:16])=O.O>C1(C)C=CC=CC=1>[CH3:9][N:8]([CH3:10])[C:6]([C:5]1[CH:11]=[CH:12][C:2]([N:1]2[C:18]([CH3:19])=[CH:17][CH:13]=[C:14]2[CH3:16])=[CH:3][CH:4]=1)=[O:7]

Participants

5

Reactant 3

HCID 962WaterHCID 80352,5-HexanedioneHCID 2355274-Amino-N,N-dimethylbenzamide

Product 1

HCID 12231953HCID 12231953, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 26.4 g of 4-amino-N,N-dimethylbenzamide in 500 ml toluene and 60 g acetonylacetone is refluxed for 16 hours under a Dean-Stark water separator. The solution is washed with water and brine, dried over MgSO4, filtered and the solvent evaporated at 60° and reduced pressure. The residue is crystallized from ether-hexane 1:1 to yield 1-(4-dimethylcarbamoylphenyl)-2,5-dimethyl-1H-pyrrole, m.p. 102°-104°.

Workup

  1. washThe solution is washed with water and brine
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. customthe solvent evaporated at 60°
  5. customThe residue is crystallized from ether-hexane 1:1

Sources & evidence

ORD record
ord-f1f34017c767494dadda6be0786bc351
Source dataset
uspto-grants-1990_10
Patent number
US04960787

Reaction notes

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