Sodium Hydroxide → 4-(Methylthio)-1,10-phenanthroline-2-carboxaldehyde oxime

HRID 2046517Notes

Reaction equation

HRID 2046517 reaction equation
[CH3:1][S:2][C:3]1[C:16]2[C:7](=[C:8]3[C:13](=[CH:14][CH:15]=2)[CH:12]=[CH:11][CH:10]=[N:9]3)[N:6]=[C:5]([CH:17]=O)[CH:4]=1.Cl.[NH2:20][OH:21].[OH-].[Na+]>C(O)C.O>[CH3:1][S:2][C:3]1[C:16]2[C:7](=[C:8]3[C:13](=[CH:14][CH:15]=2)[CH:12]=[CH:11][CH:10]=[N:9]3)[N:6]=[C:5]([CH:17]=[N:20][OH:21])[CH:4]=1

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 59497122HCID 59497122, compound

Product 1

HCID 1363380854-(Methylthio)-1,10-phenanthroline-2-carboxaldehyde oximeYield 100%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a 25 mL round-bottomed flask containing a solution of 4-methylsulfanyl-[1,10]phenanthroline-2-carbaldehyde (228.0 mg, 1.1 mmol) in ethanol (3.2 mL), a solution of hydroxylamine hydrochloride (707.0 mg, 10.2 mmol) in water (5.0 mL) was added followed by the addition of 10% NaOH until a precipitate was formed. The reaction mixture was heated to 90° for about 30 minutes, cooled to room temperature and the white precipitate was filtered, washed with cold water and dried. White solid (240.0 mg, 100%) was obtained.

Workup

  1. customwas formed
  2. temperatureThe reaction mixture was heated to 90° for about 30 minutes
  3. filtrationthe white precipitate was filtered
  4. washwashed with cold water
  5. customdried

Sources & evidence

ORD record
ord-101a60d9d2944fedb634cc9d4f945640
Source dataset
uspto-grants-2013_11
Patent number
US08592446B2

Reaction notes

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