Hydroxyamine hydrochloride → HCID 86744287, compound

HRID 1088822Notes

Reaction equation

HRID 1088822 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][CH2:11][C:12]1[CH:13]=[CH:14][CH:15]=[C:16]2[C:21]=1[N:20]([CH2:22][CH3:23])[CH2:19][CH2:18][C:17]2=O.Cl.[NH2:26][OH:27].C([O-])(=O)C.[Na+]>C(O)C.O>[N:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[NH:3][C:2]=1[S:10][CH2:11][C:12]1[CH:13]=[CH:14][CH:15]=[C:16]2[C:21]=1[N:20]([CH2:22][CH3:23])[CH2:19][CH2:18][C:17]2=[N:26][OH:27]

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 14685766HCID 14685766, compound

Product 1

HCID 86744287HCID 86744287, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

8-(2-Benzimidazolyl)thiomethyl-1-ethyl-4-oxo-1,2,3,4-tetrahydroquinoline (1.5 g), hydroxylamine hydrochloride (458 mg) and sodium acetate (1.7 g) were dissolved in a mixed solvent (23 ml) of ethanol-water (20:3), and the solution was refluxed for 3 hours. After completion of the reaction, the solvent was distilled off and the resulting residue was poured into water. The precipitated crystals were collected by filtration and recrystallized from methanol to give 8-(2-benzimidazolyl)thiomethyl-1-ethyl-4-hydroxyimino-1,2,3,4-tetrahydroquinoline (0.94 g).

Workup

  1. temperaturethe solution was refluxed for 3 hours
  2. customAfter completion of the reaction
  3. distillationthe solvent was distilled off
  4. additionthe resulting residue was poured into water
  5. filtrationThe precipitated crystals were collected by filtration
  6. customrecrystallized from methanol

Sources & evidence

ORD record
ord-ea5e151ad2204e18af128acdcfa18aef
Source dataset
uspto-grants-1990_10
Patent number
US04963566

Reaction notes

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