Dimethylformamide → 2-(2-Benzoylphenyl)-2-imidazoline

HRID 328682Notes

Reaction equation

HRID 328682 reaction equation
O.O.O.O.O.O.O.S([O-])([O-])=O.[Na+].[Na+].[O:14]([C:16]1([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[C:18]2=[N:25][CH2:26][CH2:27][N:17]12)O.CN(C)C=O>O>[C:16]([C:24]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[C:18]1[NH:25][CH2:26][CH2:27][N:17]=1)(=[O:14])[C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 160916Sodium sulfite heptahydrateHCID 214397632,3-dihydro-5-hydroperoxy-5-phenyl-5H-imidazo[2,1-a]isoindole

Product 1

HCID 124063432-(2-Benzoylphenyl)-2-imidazoline

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A solution of 0.7 g. of sodium sulfite heptahydrate in 3 ml. of water was added to 0.5 g. of 2,3-dihydro-5-hydroperoxy-5-phenyl-5H-imidazo[2,1-a]isoindole in 7 ml. of dimethylformamide. The solution was heated to 100° for 15 minutes. On cooling and addition of 20 ml. of water, 2-(2-benzoylphenyl)-2-imidazoline was obtained.

Workup

  1. temperatureThe solution was heated to 100° for 15 minutes
  2. temperatureOn cooling
  3. additionaddition of 20 ml

Sources & evidence

ORD record
ord-3f5da42d4fb84825966cea2e3b66d8f9
Source dataset
uspto-grants-1977_04
Patent number
US04018765

Reaction notes

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