HCID 12299017, compound → Benzoic acid, 4-[[bis(2-chloroethyl)amino]methyl]-

HRID 1458681Notes

Reaction equation

HRID 1458681 reaction equation
[Cl:1][CH2:2][CH2:3][N:4]([CH2:8][C:9]1[CH:18]=[CH:17][C:12]([C:13]([O:15]C)=[O:14])=[CH:11][CH:10]=1)[CH2:5][CH2:6][Cl:7]>Cl>[Cl:1][CH2:2][CH2:3][N:4]([CH2:8][C:9]1[CH:10]=[CH:11][C:12]([C:13]([OH:15])=[O:14])=[CH:17][CH:18]=1)[CH2:5][CH2:6][Cl:7]

Participants

3

Reactant 1

HCID 12299017HCID 12299017, compound

Product 1

HCID 425503Benzoic acid, 4-[[bis(2-chloroethyl)amino]methyl]-Yield 94.1%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Concentrated hydrochloric acid (50 ml) was added to 9.5 g (32.7 mmol) of methyl 4-[N,N-bis(2-chloroethyl)aminomethyl]benzoate, followed by stirring under heating and reflux for 2 hours. After the solvent was distilled out under reduced pressure, the residue was washed with acetone, whereby 8.5 g of white powder were obtained.

Workup

  1. temperatureunder heating
  2. temperaturereflux for 2 hours
  3. distillationAfter the solvent was distilled out under reduced pressure
  4. washthe residue was washed with acetone

Sources & evidence

ORD record
ord-e4785e5fd8fd47e08cb5684717226f17
Source dataset
uspto-grants-1998_12
Patent number
US05852011

Reaction notes

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