Dimethylformamide → HCID 86594149, compound

HRID 1815734Notes

Reaction equation

HRID 1815734 reaction equation
[NH:1]1[CH2:7][CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.CN(C=O)C.[Cl:13]([O-:17])(=[O:16])(=[O:15])=[O:14].CO[C:20]1[CH:25]=[CH:24][C:23]([N:26]=[N:27][C:28]2[N:32]([CH3:33])[CH:31]=[CH:30][N+:29]=2[CH3:34])=[CH:22][CH:21]=1>C(OCC)(=O)C>[Cl:13]([O-:17])(=[O:16])(=[O:15])=[O:14].[N:1]1([C:20]2[CH:25]=[CH:24][C:23]([N:26]=[N:27][C:28]3[N:29]([CH3:34])[CH:30]=[CH:31][N+:32]=3[CH3:33])=[CH:22][CH:21]=2)[CH2:7][CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 68163Hexahydro-1,4-diazepineHCID 86592292HCID 86592292, compound

Product 1

HCID 86594149HCID 86594149, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
100 °C

Procedure

5 g of homopiperazine (0.05 mol) and 6 ml of dry DMF are charged to a fully equipped round-bottomed flask. The mixture is brought to 100° C. 1.65 g of 2-(4-methoxyphenylazo)-1,3-dimethyl-3H-imidazol-1-ium perchlorate are added over 20 min. The reaction mixture is maintained for 1 hour at 100° C. with stirring and then it is allowed to cool. The reaction mixture is then poured, with stirring, into 150 ml of ethyl acetate. A precipitate forms and it is separated from a gum. This precipitate is recovered by filtration and it is washed 3 times with ethyl acetate.

Workup

  1. customis brought to 100° C
  2. temperatureto cool
  3. additionThe reaction mixture is then poured
  4. customA precipitate forms and it is separated from a gum
  5. filtrationThis precipitate is recovered by filtration and it
  6. washis washed 3 times with ethyl acetate

Sources & evidence

ORD record
ord-72cd2578f14f4a78a861010178c1d20c
Source dataset
uspto-grants-2005_04
Patent number
US06881230B2

Reaction notes

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