Succinic anhydride → 4-(4-methylpiperazin-1-yl)-4-oxobutanoic acid

HRID 413701Notes

Reaction equation

HRID 413701 reaction equation
[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH2:3][CH2:2]1.[CH3:8][N:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1>O1CCOCC1>[CH3:8][N:9]1[CH2:14][CH2:13][N:12]([C:1](=[O:7])[CH2:2][CH2:3][C:4]([OH:6])=[O:5])[CH2:11][CH2:10]1

Participants

4

Reactant 2

HCID 7922Succinic anhydrideHCID 531671-Methylpiperazine

Product 1

HCID 7393184-(4-methylpiperazin-1-yl)-4-oxobutanoic acid

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

1.17 g of succinic anhydride and then 1.19 cm3 of N-methylpiperazine are added to 20 cm3 of dioxane. After stirring for 18 hours at room temperature, the precipitate obtained is filtered and then rinsed successively with a minimum of dioxane, with twice 10 cm3 of acetone and with 10 cm3 of diethyl ether. After drying under reduced pressure (2.7 kPa) at 20° C., 1.09 g of 4-(4-methylpiperazin-1-yl)-4-oxobutyric acid are obtained in the form of a white solid melting at 114° C.

Workup

  1. customthe precipitate obtained
  2. filtrationis filtered
  3. washrinsed successively with a minimum of dioxane, with twice 10 cm3 of acetone and with 10 cm3 of diethyl ether
  4. customAfter drying under reduced pressure (2.7 kPa) at 20° C.

Sources & evidence

ORD record
ord-e9c25c84c5ff4a2cbebe3c88d1cec3e5
Source dataset
uspto-grants-2003_05
Patent number
US06569854B1

Reaction notes

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