Sodium Hydroxide → HCID 22916332, compound

HRID 1376359Notes

Reaction equation

HRID 1376359 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:9]=[C:10]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[N:11]([CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][C:27]([O:29]CC)=[O:28])[C:12]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[Cl:19].[OH-].[Na+]>>[C:27]([CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][N:11]1[C:12]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[Cl:19])=[C:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[Cl:1])[N:9]=[C:10]1[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)([OH:29])=[O:28]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 22916395HCID 22916395, compound

Product 1

HCID 22916332HCID 22916332, compoundYield 73%

Procedure

4,5-Bis(2-chlorophenyl)-1-(7-ethoxycarbonylheptyl)-2-phenylimidazole (1.9 g) was reacted with 2N sodium hydroxide in a method similar to Example 10. The aqueous reaction mixture was evaporated to remove ethanol and acidified to pH 5 with 2N aqueous hydrochloric acid. The resulting white solid was collected and recrystallisation from ethanol gave 1L(7-carboxyheptyl)-4,5-bis(2-chloro-phenyl)-2-phenylimidazole (1.31 g, 73%) as a white solid, m.p. 198°. Found: C, 68.53; H, 5.60; N, 5.37; C1, 14.79 %; C29H28C12N2O2 0.2% w/w C2H5OH requires: C, 68.31; H, 5.70; N, 5.40, C1, 13.69 %.

Workup

  1. customThe aqueous reaction mixture was evaporated
  2. customto remove ethanol
  3. customThe resulting white solid was collected
  4. customrecrystallisation from ethanol

Sources & evidence

ORD record
ord-8214954c8abb408fbe350d33d54260e3
Source dataset
uspto-grants-1997_09
Patent number
US05663053

Reaction notes

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