Methane → HCID 21423021, compound

HRID 259075Notes

Reaction equation

HRID 259075 reaction equation
[CH2:1]([N:3]1[CH2:8][CH2:7][N:6]([C:9]2[C:10](=O)[C:11](=[O:15])[C:12]=2[O:13]C)[CH2:5][CH2:4]1)[CH3:2].[CH3:17][N:18]1[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1.C>C(O)C>[CH2:1]([N:3]1[CH2:4][CH2:5][N:6]([C:9]2[C:12](=[O:13])[C:11](=[O:15])[C:10]=2[N:21]2[CH2:22][CH2:23][N:18]([CH3:17])[CH2:19][CH2:20]2)[CH2:7][CH2:8]1)[CH3:2]

Participants

5

Reactant 3

HCID 297MethaneHCID 531671-MethylpiperazineHCID 21423017HCID 21423017, compound

Product 1

HCID 21423021HCID 21423021, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a stirred, refluxing solution of 2.2 grams of 3-(4-ethyl-1-piperazinyl)-4-methoxy-3-cyclobutene-1,2-dione dissolved in 30 ml. of absolute ethanol under an atmosphere of dry nitrogen, is added a solution of 1.0 gram of 1-methylpiperazine in 30 ml. of absolute ethanol. The resulting mixture is refluxed for 4 hours and then stripped of solvent under reduced pressure until the volume is approximately 15 ml. The concentrate is treated with decolorizing charcoal and filtered through a bed of diatomaceous earth. Crystallization is induced in the filtrate and the resulting crystalline precipitate is filtered, washed with absolute ethanol, and dried in a steam cabinet. The resulting product, 3-(4-ethyl-1-piperazinyl)-4-(4-methyl-1-piperazinyl)-3-cyclobutene-1,2-dione, is obtained as white crystals melting at about 166.5°-169° C. This product is represented by the following structural formula. ##STR9##

Workup

  1. dissolutiondissolved in 30 ml
  2. temperatureThe resulting mixture is refluxed for 4 hours
  3. filtrationfiltered through a bed of diatomaceous earth
  4. customCrystallization
  5. filtrationthe resulting crystalline precipitate is filtered
  6. washwashed with absolute ethanol
  7. customdried in a steam cabinet

Sources & evidence

ORD record
ord-46d26d79f2ac4712a5493ee5c4e65b7f
Source dataset
uspto-grants-1977_07
Patent number
US04036828

Reaction notes

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