Thiophosgene → HCID 13385585, compound

HRID 638476Notes

Reaction equation

HRID 638476 reaction equation
[Cl:1][C:2]1[CH:8]=[C:7]([Cl:9])[C:6]([C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:5][C:3]=1[NH2:4].[C:15](Cl)(Cl)=[S:16]>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:8]=[C:7]([Cl:9])[C:6]([C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:5][C:3]=1[N:4]=[C:15]=[S:16]

Participants

4

Reactant 2

HCID 10040ThiophosgeneHCID 13519896Ethyl 5-amino-2,4-dichlorobenzoate

Product 1

HCID 13385585HCID 13385585, compoundYield 97.8%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

2.34 g (0.1 mol) of 2,4-dichloro-5-ethoxycarbonylaniline were dissolved in 80 ml of chloroform and after the solution was cooled to below 10° C., 14.9 g (0.13 mol) of thiophosgene were added to the solution dropwise and after stirred for 2 hrs. at room temperature, the whole was heated under reflux for 3 hrs., followed by concentration to obtain 27 g of pale brown crystals.

Workup

  1. temperatureafter the solution was cooled to below 10° C.
  2. temperatureunder reflux for 3 hrs
  3. concentration, followed by concentration

Sources & evidence

ORD record
ord-af01e05ecc7a48fabf7d93f780bdbea8
Source dataset
uspto-grants-1985_12
Patent number
US04561880

Reaction notes

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