Ethyl chloroformate → HCID 20278943, compound

HRID 1156322Notes

Reaction equation

HRID 1156322 reaction equation
[NH2:1][C:2]1[C:12]([Cl:13])=[CH:11][C:10]([Cl:14])=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5].[C:15](Cl)(=[O:19])[O:16][CH2:17][CH3:18]>CC1C=CC=CC=1C>[Cl:13][C:12]1[C:2]([NH:1][C:15]([O:16][CH2:17][CH3:18])=[O:19])=[C:3]([CH:9]=[C:10]([Cl:14])[CH:11]=1)[C:4]([O:6][CH2:7][CH3:8])=[O:5]

Participants

4

Reactant 2

HCID 10928Ethyl chloroformateHCID 15087809HCID 15087809, compound

Product 1

HCID 20278943HCID 20278943, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

To a stirred mixture of 25 parts of ethyl 2-amino-3,5-dichlorobenzoate and 180 parts of dimethylbenzene are added dropwise 30 parts of ethyl carbonochloridate. Upon completion, stirring is continued for 8 hours at reflux temperature. The reaction mixture is evaporated and the residue is crystallized from petroleumether. The product is filtered off and dried, yielding 30 parts of ethyl 3,5-dichloro-2-(ethoxycarbonylamino)benzoate.

Workup

  1. temperatureat reflux temperature
  2. customThe reaction mixture is evaporated
  3. customthe residue is crystallized from petroleumether
  4. filtrationThe product is filtered off
  5. customdried

Sources & evidence

ORD record
ord-91aaf2be2d864a86b964f2c58c5ce576
Source dataset
uspto-grants-1982_06
Patent number
US04335127

Reaction notes

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