Ethyl chloroformate → HCID 21553699, compound

HRID 267680Notes

Reaction equation

HRID 267680 reaction equation
[Cl:1][C:2]([Cl:17])([Cl:16])[NH:3][C:4]([N:6]([C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[C:10]([Cl:15])[CH:9]=1)[OH:7])=[O:5].[OH-].[Na+].Cl[C:21](OCC)=[O:22]>O1CCOCC1>[Cl:15][C:10]1[CH:9]=[C:8]([N:6]2[C:4](=[O:5])[N:3]([C:2]([Cl:1])([Cl:16])[Cl:17])[C:21](=[O:22])[O:7]2)[CH:13]=[CH:12][C:11]=1[Cl:14]

Participants

5

Reactant 3

HCID 10928Ethyl chloroformateHCID 14798Sodium HydroxideHCID 21553680HCID 21553680, compound

Product 1

HCID 21553699HCID 21553699, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

1-Trichloromethyl-3-(3',4'-dichlorophenyl)-3-hydroxyurea (16.9 grams; 0.05 mol) is dissolved in dioxane (75 ml) and mixed with 2N aqueous sodium hydroxide (30 ml). Ethyl chloroformate (5.7 ml; 0.06 mol) is then added dropwise to the mixture with stirring, resulting in the formation of a precipitate. The precipitate is recovered by filtration, washed with water and dried to yield 2-(3', 4'-dichlorophenyl)-4-trichloromethyl-1,2,4-oxadiazolidine-3,5-dione.

Workup

  1. customresulting in the formation of a precipitate
  2. filtrationThe precipitate is recovered by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-2cc92017f1f84362886f02f2de4fc933
Source dataset
uspto-grants-1976_03
Patent number
US03944410

Reaction notes

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