Ammonium Chloride → methyl P-methyl-2-amino-5-phenylthiophenylphosphinate

HRID 463557Notes

Reaction equation

HRID 463557 reaction equation
[CH3:1][P:2]([C:6]1[CH:11]=[C:10]([S:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:9]=[CH:8][C:7]=1[N+:19]([O-])=O)(=[O:5])[O:3][CH3:4].[Cl-].[NH4+]>C(O)C.O.[Fe]>[CH3:1][P:2]([C:6]1[CH:11]=[C:10]([S:12][C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH:9]=[CH:8][C:7]=1[NH2:19])(=[O:5])[O:3][CH3:4]

Participants

6

Reactant 2

HCID 25517Ammonium ChlorideHCID 54434247methyl P-methyl-2-nitro-5-phenylthiophenylphosphinate

Product 1

HCID 54396045methyl P-methyl-2-amino-5-phenylthiophenylphosphinate

Reagents, catalysts & solvents 3

HCID 23925IronCatalystHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a mixture of methyl P-methyl-2-nitro-5-phenylthiophenylphosphinate (3.0 g) and ammonium chloride (5.3 g) in 40 ml of ethanol and 20 ml of water is heated to 70°, and iron (3.0 g) is added portionwise over a period of about 10 minutes. After the reaction is completed, the reaction mixture is filtered and the filtrate is concentrated to a small volume, followed by extraction with methylene chloride, drying and evaporation to give methyl P-methyl-2-amino-5-phenylthiophenylphosphinate.

Workup

  1. temperatureis heated to 70°
  2. filtrationthe reaction mixture is filtered
  3. concentrationthe filtrate is concentrated to a small volume
  4. extractionfollowed by extraction with methylene chloride
  5. customdrying
  6. customevaporation

Sources & evidence

ORD record
ord-b130f046048646608cb4e5f8374df84a
Source dataset
uspto-grants-1985_05
Patent number
US04520197

Reaction notes

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