Water → HCID 54534668, compound

HRID 703669Notes

Reaction equation

HRID 703669 reaction equation
[CH3:1][NH:2][N:3]=[C:4]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=1.C(N(CC)CC)C.Cl[C:24]([O:26][CH3:27])=[O:25].O>C(Cl)Cl>[Cl:11][C:8]1[CH:7]=[CH:6][C:5]([C:4](=[N:3][N:2]([CH3:1])[C:24]([O:26][CH3:27])=[O:25])[C:12]([CH3:13])([CH3:14])[CH3:15])=[CH:10][CH:9]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6586Methyl chloroformateHCID 8471TriethylamineHCID 85552580HCID 85552580, compound

Product 1

HCID 54534668HCID 54534668, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

3 g (0.013 mol) of 4-chlorophenyl tert.-butyl ketone N-methylhydrazone was dissolved in 30 ml methylene chloride and treated with 1.5 g triethylamine (0.014 mol). Then, at 0° C., 1.33 g (0.014 mol) methyl chloroformate was added dropwise and the mixture stirred for one hour. The reaction mixture was then treated with water and methylene chloride and the organic phase dried and concentrated. After thin layer chromatography, there was obtained methyl 3-[1-(4-chlorophenyl)-2,2-dimethylpropylidene]-2-methylcarbazate, m.p. 58°-60° C.

Workup

  1. customthe organic phase dried
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-75ddd68e482b4ee2970a20f3074c0aff
Source dataset
uspto-grants-1991_01
Patent number
US04983755

Reaction notes

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