HCID 54572858, compound → HCID 53962606, compound

HRID 1388775Notes

Reaction equation

HRID 1388775 reaction equation
[CH3:1][P:2]([C:6]1[CH:11]=[C:10]([S:12][CH2:13][CH3:14])[CH:9]=[CH:8][C:7]=1[N+:15]([O-])=O)(=[O:5])[O:3][CH3:4]>C(O)(=O)C.[Fe]>[CH3:1][P:2]([C:6]1[CH:11]=[C:10]([S:12][CH2:13][CH3:14])[CH:9]=[CH:8][C:7]=1[NH2:15])(=[O:5])[O:3][CH3:4]

Participants

4

Reactant 1

HCID 54572858HCID 54572858, compound

Product 1

HCID 53962606HCID 53962606, compound

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 176Acetic AcidSolvent

Procedure

To a solution of methyl P-methyl-2-nitro-5-ethylthiophenylphosphinate (3.6 g) in 5% aqueous acetic acid (40 ml) is added 3.0 g of iron by portions at reflux temperature. After addition is complete, the mixture is heated under reflux for another 2 hours. The reaction mixture is filtered and the filtrate is extracted with methylene chloride (3X). The combined extracts are washed, dried and concentrated to dryness to yield methyl P-methyl-2-amino-5-ethylthiophenylphosphinate.

Workup

  1. temperatureat reflux temperature
  2. additionAfter addition
  3. temperaturethe mixture is heated
  4. temperatureunder reflux for another 2 hours
  5. filtrationThe reaction mixture is filtered
  6. extractionthe filtrate is extracted with methylene chloride (3X)
  7. washThe combined extracts are washed
  8. customdried
  9. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-094454d199234bacbd9a8b1b29760a43
Source dataset
uspto-grants-1984_02
Patent number
US04433149

Reaction notes

Loading…