HCID 13252245, compound → HCID 13826485, compound

HRID 1906337Notes

Reaction equation

HRID 1906337 reaction equation
FC(F)(F)C([N:5]([CH2:12][P:13]([NH:19][N:20]([CH3:22])[CH3:21])([NH:15][N:16]([CH3:18])[CH3:17])=[S:14])[CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])=O>C(O)C>[CH3:17][N:16]([CH3:18])[NH:15][P:13]([CH2:12][NH:5][CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])([NH:19][N:20]([CH3:21])[CH3:22])=[S:14]

Participants

3

Reactant 1

HCID 13252245HCID 13252245, compound

Product 1

HCID 13826485HCID 13826485, compoundYield 53.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N-trifluoroacetyl-N-[bis(2,2-dimethylhydrazino)phosphinothioylmethyl]glycine, ethyl ester (2 g, 0.005 mole), was dissolved in ethanol. The solution was stirred and sodium tetrahydrido boron (193 mg, 0.005 mole) was added portionwise over a ten minute period. The resulting solution was stirred for 30 minutes. The solvent was removed by evaporation under vacuum and the residue was washed with water. The water was saturated with sodium chloride and the aqueous layer and insoluble residue were simultaneously extracted with ethyl acetate three times. The combined ethyl acetate extracts were dried over sodium sulfate, filtered and concentrated in vacuo to yield N-[bis(2,2-dimethylhydrazino)phosphinothioylmethyl]glycine, ethyl ester (800 mg), as a white solid, m.p. 75.5°-85° C.

Workup

  1. stirringThe resulting solution was stirred for 30 minutes
  2. customThe solvent was removed by evaporation under vacuum
  3. washthe residue was washed with water
  4. extractionthe aqueous layer and insoluble residue were simultaneously extracted with ethyl acetate three times
  5. dry with materialThe combined ethyl acetate extracts were dried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-70072d3063a24c4c958ba702aa2037cc
Source dataset
uspto-grants-1987_03
Patent number
US04652297

Reaction notes

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