Phosphate → HCID 54126430, compound

HRID 703807Notes

Reaction equation

HRID 703807 reaction equation
[CH3:1][N:2]=[C:3]=[O:4].[I:5][C:6]1[CH:7]=[C:8]([N:12]([CH2:14][C:15]([O:17][CH3:18])=[O:16])[NH2:13])[CH:9]=[CH:10][CH:11]=1.P([O-])([O-])([O-])=O>C(#N)C>[I:5][C:6]1[CH:7]=[C:8]([N:12]([CH2:14][C:15]([O:17][CH3:18])=[O:16])[NH:13][C:3]([NH:2][CH3:1])=[O:4])[CH:9]=[CH:10][CH:11]=1

Participants

5

Reactant 3

HCID 1061PhosphateHCID 12228Methyl IsocyanateHCID 19829900HCID 19829900, compound

Product 1

HCID 54126430HCID 54126430, compoundYield 84.3%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Methyl isocyanate (1.24 g) was added to a solution of methyl [1-(3-iodophenyl)hydrazino]acetate (3.0 g) in acetonitrile (50 ml) and the mixture was stirred under nitrogen for 2 h. The mixture was added to pH 6.5 phosphate solution (150 ml) and extracted with ethyl acetate (200 ml). The organic phase was washed with brine (100 ml) and water (100 ml), dried and evaporated to give a solid (3.0 g) which was crystallised from ethyl acetate to give the title compound (2.0 g), m.p. 150°.

Workup

  1. extractionextracted with ethyl acetate (200 ml)
  2. washThe organic phase was washed with brine (100 ml) and water (100 ml)
  3. customdried
  4. customevaporated

Sources & evidence

ORD record
ord-c1e38842741a478aa8e1dd9965e4fcac
Source dataset
uspto-grants-1991_01
Patent number
US04985427

Reaction notes

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