Tin atom → HCID 19035265, compound

HRID 263823Notes

Reaction equation

HRID 263823 reaction equation
[OH:1][CH2:2][CH2:3][NH:4][C:5]1[CH:10]=[C:9]([N+:11]([O-])=O)[C:8]([Cl:14])=[CH:7][C:6]=1[CH3:15].[Sn]>Cl.O.[OH-].[Na+]>[ClH:14].[NH2:11][C:9]1[C:8]([Cl:14])=[CH:7][C:6]([CH3:15])=[C:5]([NH:4][CH2:3][CH2:2][OH:1])[CH:10]=1

Participants

6

Reactant 2

HCID 5352426Tin atomHCID 19035261HCID 19035261, compound

Product 1

HCID 19035265HCID 19035265, compound

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

670 mg (2.9 mmol) of 2-(2'-hydroxyethyl)amino-5-chloro-4-nitrotoluene and 625 g of tin in 10 ml semiconcentrated hydrochloric acid were heated under reflux for one hour. After cooling, this mixture was diluted with 10 ml of water and 40 ml of 10 percent aqueous sodium hydroxide solution were added. The tin salt precipitate was filtered off and the filtrate was extracted 3 times with 30 ml of methylene chloride each time. After washing with water the filtrate was dried over sodium sulfate and the solvent was completely distilled away. The oily residue was received in 20 ml of methanol and reacted with an equimolar amount of hydrochloric acid.

Workup

  1. temperatureunder reflux for one hour
  2. temperatureAfter cooling
  3. additionwere added
  4. filtrationThe tin salt precipitate was filtered off
  5. extractionthe filtrate was extracted 3 times with 30 ml of methylene chloride each time
  6. washAfter washing with water the filtrate
  7. dry with materialwas dried over sodium sulfate
  8. distillationthe solvent was completely distilled away
  9. customreacted with an equimolar amount of hydrochloric acid

Sources & evidence

ORD record
ord-f8960cedc16c480fa010a7fa6ea85a33
Source dataset
uspto-grants-1997_07
Patent number
US05645610

Reaction notes

Loading…