Phosphate → HCID 20074980, compound

HRID 703823Notes

Reaction equation

HRID 703823 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:8]([CH2:14][C:15]([O:17]C)=O)[NH:9][C:10]([NH:12][CH3:13])=[O:11])[CH:5]=[CH:6][CH:7]=1.C[O-].[Na+].P([O-])([O-])([O-])=O>CO>[Cl:1][C:2]1[CH:3]=[C:4]([N:8]2[CH2:14][C:15](=[O:17])[N:12]([CH3:13])[C:10](=[O:11])[NH:9]2)[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 1061PhosphateHCID 10942334Sodium MethoxideHCID 53807400HCID 53807400, compound

Product 1

HCID 20074980HCID 20074980, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl [1-(3-chlorophenyl)-2-[(methylamino)carbonyl]hydrazino]acetate (700 mg) was dissolved in methanol (25 ml) under nitrogen. Solid sodium methoxide (350 mg) was added to the solution which was then stirred at room temperature for 40 min. The reaction was poured into pH 6.5 phosphate buffer solution (100 ml) and extracted with ethyl acetate (3×70 ml). The combined, dried organic extracts were concentrated in vacuo to give a solid which was triturated with ether (2×20 ml) to give the title compound (352 mg), m.p. 178°-180°.

Workup

  1. extractionextracted with ethyl acetate (3×70 ml)
  2. concentrationdried organic extracts were concentrated in vacuo
  3. customto give a solid which
  4. customwas triturated with ether (2×20 ml)

Sources & evidence

ORD record
ord-309b2722f0ea444a834d8de9d96f0606
Source dataset
uspto-grants-1991_01
Patent number
US04985427

Reaction notes

Loading…