Ethyl chloroformate → HCID 135474762, compound

HRID 1821973Notes

Reaction equation

HRID 1821973 reaction equation
[CH2:1]([O:3]C(Cl)=O)C.[Cl:7][C:8]1[CH:28]=[C:27]([O:29][CH2:30][CH:31]=[C:32]([Cl:34])[Cl:33])[CH:26]=[C:25]([Cl:35])[C:9]=1[O:10][CH2:11][CH2:12][CH2:13][O:14][C:15]1[CH:24]=[CH:23][C:18]([C:19]([NH:21][OH:22])=[NH:20])=[CH:17][CH:16]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Cl:7][C:8]1[CH:28]=[C:27]([O:29][CH2:30][CH:31]=[C:32]([Cl:34])[Cl:33])[CH:26]=[C:25]([Cl:35])[C:9]=1[O:10][CH2:11][CH2:12][CH2:13][O:14][C:15]1[CH:16]=[CH:17][C:18]([C:19]2[NH:20][C:1](=[O:3])[O:22][N:21]=2)=[CH:23][CH:24]=1

Participants

5

Reactant 3

HCID 10928Ethyl chloroformateHCID 11430Potassium CarbonateHCID 178513356HCID 178513356, compound

Product 1

HCID 135474762HCID 135474762, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

90 mg of chloroformic acid ethyl ester in 1 ml of acetone are added dropwise at 5° C. to 400 mg of 4-{3-[2,6-dichloro-4-(3,3-dichloro-allyloxy)-phenoxy]-propoxy}-N-hydroxy-benzamidine and 127 mg of potassium carbonate in 3 ml of acetone. After 3 hours at 0-5° C., the reaction mixture is poured onto water and extracted with dichloromethane. Concentration of the organic phase and purification over silica gel yield the title compound (compound 1.15).

Workup

  1. additionthe reaction mixture is poured onto water
  2. extractionextracted with dichloromethane
  3. customConcentration of the organic phase and purification over silica gel

Sources & evidence

ORD record
ord-cf065af3ed474ea6a29831275694c901
Source dataset
uspto-grants-2009_10
Patent number
US07608631B2

Reaction notes

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