Formaldehyde → HCID 13474247, compound

HRID 648933Notes

Reaction equation

HRID 648933 reaction equation
[C:1]1([N:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:13][N:14]([CH:16]=O)[CH3:15].O=[C:19]1[NH:24][C:23](=[O:25])[CH2:22][N:21]([CH2:26][CH:27]([N:29]2[CH2:34][C:33](=[O:35])[NH:32][C:31](=[O:36])[CH2:30]2)[CH3:28])[CH2:20]1.[CH2:37]=[O:38]>C(O)C>[C:1]1([N:7]2[CH2:12][CH2:11][N:10]([CH2:19][N:24]3[C:37](=[O:38])[CH2:20][N:21]([CH2:26][CH:27]([N:29]4[CH2:34][C:33](=[O:35])[N:32]([CH2:13][N:14]5[CH2:16][CH2:12][N:7]([C:1]6[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=6)[CH2:8][CH2:15]5)[C:31](=[O:36])[CH2:30]4)[CH3:28])[CH2:22][C:23]3=[O:25])[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 712FormaldehydeHCID 6228DimethylformamideHCID 70961-PhenylpiperazineHCID 30623Razoxane

Product 1

HCID 13474247HCID 13474247, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
150 °C

Procedure

A mixture of N-phenylpiperazine (2.9 g, 17.7 m mole), DMF (20 ml), absolute ethanol (5 ml) and dl-1,2-bis(3,5-dioxopiperazin-1-yl)-propane (2,0 g, 7.4 m mole) was stirred at 150° C. for ten minutes. The mixture was treated with 37% aqueous formaldehyde solution (1.40 ml) and was stirred at the same temperature for further 1.5 hours. Then, the same procedure as in Example 3 was made to give the titled compound (2.9 g; yield 88%).

Workup

  1. stirringwas stirred at the same temperature for further 1.5 hours

Sources & evidence

ORD record
ord-9b95d4011bae429b9dcfb1887b5280a3
Source dataset
uspto-grants-1988_04
Patent number
US04737497

Reaction notes

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