Piperazine → HCID 22010937, compound

HRID 323137Notes

Reaction equation

HRID 323137 reaction equation
[N+:1]([C:4]1[CH:33]=[CH:32][C:7]([C:8]([N:10]([CH3:31])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[O:17][CH2:18][CH2:19][CH2:20][NH:21][C:22]([O:24]C2C=CC=CC=2)=O)=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2].[NH:34]1[CH2:39][CH2:38][NH:37][CH2:36][CH2:35]1.[CH3:40]N(C)C=O>C(OCC)(=O)C>[N+:1]([C:4]1[CH:33]=[CH:32][C:7]([C:8]([N:10]([CH3:31])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[O:17][CH2:18][CH2:19][CH2:20][NH:21][C:22]([N:34]2[CH2:39][CH2:38][N:37]([CH3:40])[CH2:36][CH2:35]2)=[O:24])=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 4837PiperazineHCID 6228DimethylformamideHCID 22010564HCID 22010564, compound

Product 1

HCID 22010937HCID 22010937, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 4-nitro-N-methyl-N-[2-(3-phenoxycarbonylaminoprop-1-yloxy)phenyl]benzamide (383 mg) and piperazine (256 mg) in N,N-dimethylformamide (8 ml) was stirred at 80° C. for 3 hours. The reaction mixture was diluted with ethyl acetate and then the organic solution was washed successively with saturated sodium bicarbonate aqueous solution and brine. Drying, filtering and removal of solvents afforded 4-nitro-N-methyl-N-[2-{3-(4-methyl-1-piperazinyl)carbonylaminoprop-1-yloxy}phenyl]benzamide (357 mg) as a slightly yellow oil.

Workup

  1. washthe organic solution was washed successively with saturated sodium bicarbonate aqueous solution and brine
  2. customDrying
  3. filtrationfiltering
  4. customremoval of solvents

Sources & evidence

ORD record
ord-a3d31a6965364de9a8b4ed9347b47f78
Source dataset
uspto-grants-2001_04
Patent number
US06211242B1

Reaction notes

Loading…