Sodium Bicarbonate → HCID 70394124, compound

HRID 1383119Notes

Reaction equation

HRID 1383119 reaction equation
[Cl-].[CH3:2][N:3]([CH3:34])[C:4]1[CH:33]=[CH:32][C:7]([CH:8]=[N:9][N+:10]2[CH:14]=[CH:13][N:12]([N:15]=[CH:16][C:17]3[CH:22]=[CH:21][C:20]([N:23]([CH3:25])[CH3:24])=[CH:19][CH:18]=3)[C:11]=2[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[CH:6][CH:5]=1.[C:35](=[O:38])([O-])[OH:36].[Na+]>>[C:35]([O-:36])(=[O:38])[CH3:2].[CH3:24][N:23]([CH3:25])[C:20]1[CH:21]=[CH:22][C:17]([CH:16]=[N:15][N+:12]2[CH:13]=[CH:14][N:10]([N:9]=[CH:8][C:7]3[CH:32]=[CH:33][C:4]([N:3]([CH3:2])[CH3:34])=[CH:5][CH:6]=3)[C:11]=2[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[CH:18][CH:19]=1

Participants

3

Reactant 2

HCID 516892Sodium BicarbonateHCID 70361127HCID 70361127, compound

Product 1

HCID 70394124HCID 70394124, compound

Procedure

95 mg of 1,3-bis[[p-(dimethylamino)benzylidene]amino]-2-phenylimidazolium chloride are suspended in 10 ml of saturated sodium hydrogen carbonate solution and the suspension is stirred at room temperature for 18 hours. The product (1,3-bis[[p-(dimethylamino)benzylidene]amino]-2-phenylimidazolium hydrogen carbonate) is filtered, washed with water and ether. The still moist product is subsequently dissolved in 10 ml of methanol and treated with 2 ml of glacial acetic acid. The solution is evaporated at room temperature in a vacuum and the residue is crystallized from methanol/ether. There is obtained 1,3-bis[[p-(dimethylamino)benzylidene]amino]-2-phenyl imidazolium acetate of melting point 167°.

Workup

  1. filtrationThe product (1,3-bis[[p-(dimethylamino)benzylidene]amino]-2-phenylimidazolium hydrogen carbonate) is filtered
  2. washwashed with water and ether
  3. dissolutionThe still moist product is subsequently dissolved in 10 ml of methanol
  4. additiontreated with 2 ml of glacial acetic acid
  5. customThe solution is evaporated at room temperature in a vacuum
  6. customthe residue is crystallized from methanol/ether

Sources & evidence

ORD record
ord-46afc20f86fa4262b3f0180b9d4764b6
Source dataset
uspto-grants-1989_02
Patent number
US04808727

Reaction notes

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