Formaldehyde → HCID 13474249, compound

HRID 648934Notes

Reaction equation

HRID 648934 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[CH3:8][N:9]([CH:11]=O)[CH3:10].O=[C:14]1[NH:19][C:18](=[O:20])[CH2:17][N:16]([CH2:21][CH:22]([N:24]2[CH2:29][C:28](=[O:30])[NH:27][C:26](=[O:31])[CH2:25]2)[CH3:23])[CH2:15]1.[CH2:32]=[O:33]>C(Cl)(Cl)Cl>[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:14][N:19]2[C:32](=[O:33])[CH2:15][N:16]([CH2:21][CH:22]([N:24]3[CH2:29][C:28](=[O:30])[N:27]([CH2:8][N:9]4[CH2:11][CH2:3][N:2]([CH3:7])[CH2:1][CH2:10]4)[C:26](=[O:31])[CH2:25]3)[CH3:23])[CH2:17][C:18]2=[O:20])[CH2:4][CH2:3]1

Participants

6

Reactant 4

HCID 712FormaldehydeHCID 6228DimethylformamideHCID 30623RazoxaneHCID 531671-Methylpiperazine

Product 1

HCID 13474249HCID 13474249, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of N-methylpiperazine (2.21 ml, 20.0 m mole), DMF (25 ml), chloroform (6 ml) and 1,2-bis(3,5-dioxopiperazin-1-yl)-propane (2.68 g, 10.0 m mole) was stirred at 70° C. for ten minutes. The mixture was treated with 37% aqueous formaldehyde solution (1.62 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 (2.7 g; yield 55%).

Workup

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

Sources & evidence

ORD record
ord-f36c02ebe28a423e970df43705870783
Source dataset
uspto-grants-1988_04
Patent number
US04737497

Reaction notes

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