Sodium Hydroxide → HCID 15053285, compound

HRID 1088829Notes

Reaction equation

HRID 1088829 reaction equation
[N:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[NH:3][C:2]=1[S:10]([CH2:12][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]2[C:22]=1[N:21]([CH2:23][CH3:24])[CH2:20][CH:19]([C:25]([O:27]CC)=[O:26])[CH2:18]2)=[O:11].[OH-].[Na+]>CO>[N:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[NH:3][C:2]=1[S:10]([CH2:12][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]2[C:22]=1[N:21]([CH2:23][CH3:24])[CH2:20][CH:19]([C:25]([OH:27])=[O:26])[CH2:18]2)=[O:11]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 57030850HCID 57030850, compound

Product 1

HCID 15053285HCID 15053285, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 8-(2-benzimidazolyl)sulfinylmethyl-1-ethyl-3-ethoxycarbonyl-1,2,3,4-tetrahydroquinoline(0.4 g) in methanol (80 ml) was added sodium hydroxide (0.2 g) and the mixture was stirred for 2 hours at room temperature and furthermore refluxed for 3 hours. The solvent was distilled off under reduced pressure The resulting residue was dissolved in water, and the solution was adjusted to acidic with acetic acid. The precipitate was collected by filtration and recrystallized from methanol to give 8-(2-benzimidazolyl)sulfinylmethyl-1-ethyl-1,2,3,4-tetrahydroquinoline-3-carboxylic acid.1/2 hydrate (0.2 g).

Workup

  1. temperaturefurthermore refluxed for 3 hours
  2. distillationThe solvent was distilled off under reduced pressure The resulting residue
  3. dissolutionwas dissolved in water
  4. filtrationThe precipitate was collected by filtration
  5. customrecrystallized from methanol

Sources & evidence

ORD record
ord-386f67bc122d4fb9bc039a8fcd07c0a3
Source dataset
uspto-grants-1990_10
Patent number
US04963566

Reaction notes

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