Sodium Carbonate → HCID 19088505, compound

HRID 1463850Notes

Reaction equation

HRID 1463850 reaction equation
[CH2:1]([N:8]([CH2:10][CH2:11][C:12]([C:25]#[N:26])([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH3:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-:28].[Na+].[Na+]>S(=O)(=O)(O)O>[C:13]1([C:12]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)([CH2:11][CH2:10][N:8]([CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH3:9])[C:25]([NH2:26])=[O:28])[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 19088493HCID 19088493, compound

Product 1

HCID 19088505HCID 19088505, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

A solution of 3-(N-benzyl-N-methylamino)-1-cyano-1,1-diphenylpropane (11.1 g--see Preparation 5) in 90% sulphuric acid (66 ml) was heated at 100° for 1 hour. The mixture was allowed to cool to room temperature and poured into ice/water (300 ml). The aqueous mixture was basified with saturated aqueous sodium carbonate and extracted with dichloromethane (3×100 ml). The combined dichloromethane extracts were dried (MgSO4) and concentrated in vacuo to give the title compound, yield 10.6 g. A sample recrystallised from ethanol had a melting point of 145°-148°.

Workup

  1. extractionextracted with dichloromethane (3×100 ml)
  2. dry with materialThe combined dichloromethane extracts were dried (MgSO4)
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-239b248adf4948f3ba9b4ab6ba3334b0
Source dataset
uspto-grants-1994_04
Patent number
US05302595

Reaction notes

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