Oxalic Acid → HCID 131710471, compound

HRID 1287250Notes

Reaction equation

HRID 1287250 reaction equation
[CH3:1][C:2]([CH3:21])([NH2:20])[CH2:3][CH:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH2:12][CH2:13][N:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1)[NH2:5].[C:22]([OH:27])(=[O:26])[C:23]([OH:25])=[O:24]>CC(O)C>[C:22]([OH:27])(=[O:26])[C:23]([OH:25])=[O:24].[CH3:1][C:2]([CH3:21])([NH2:20])[CH2:3][CH:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH2:12][CH2:13][N:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1)[NH2:5]

Participants

4

Reactant 2

HCID 971Oxalic AcidHCID 21507571HCID 21507571, compound

Product 1

HCID 131710471HCID 131710471, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Procedure

To a solution of 1,1-dimethyl-3-[2-[2-(1-piperidinyl)ethyl]phenyl]-1,3-propanediamine (2.1g) in 50 ml of 2-propanol is added 2.0g of oxalic acid in 25 ml of 2-propanol. The precipitate that forms is filtered, dissolved in 20 ml of methanol, and 40 ml of chloroform is added. The solution is then concentrated to 50 ml and the solution cooled; a fine crystalline mass is deposited. Recrystallization from methanol-chloroform (1:2) yields the title compound, melting point 101°-102° C.

Workup

  1. filtrationThe precipitate that forms is filtered
  2. dissolutiondissolved in 20 ml of methanol
  3. addition40 ml of chloroform is added
  4. concentrationThe solution is then concentrated to 50 ml
  5. temperaturethe solution cooled
  6. customRecrystallization from methanol-chloroform (1:2)

Sources & evidence

ORD record
ord-90c3e30af0eb474d87ca2f71dee4af91
Source dataset
uspto-grants-1976_10
Patent number
US03984421

Reaction notes

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