1,1-Dichloroethane → HCID 86602298, compound

HRID 1821969Notes

Reaction equation

HRID 1821969 reaction equation
[Cl:1][C:2]1[CH:22]=[C:21]([O:23][CH2:24][CH:25]=[C:26]([Cl:28])[Cl:27])[CH:20]=[C:19]([Cl:29])[C:3]=1[O:4][CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:18]=[CH:17][C:12]([C:13](Cl)=[N:14][OH:15])=[CH:11][CH:10]=1.C(N(CC)CC)C.[Cl:37][CH:38](Cl)[CH3:39]>>[Cl:37][C:38]1[O:15][N:14]=[C:13]([C:12]2[CH:17]=[CH:18][C:9]([O:8][CH2:7][CH2:6][CH2:5][O:4][C:3]3[C:2]([Cl:1])=[CH:22][C:21]([O:23][CH2:24][CH:25]=[C:26]([Cl:28])[Cl:27])=[CH:20][C:19]=3[Cl:29])=[CH:10][CH:11]=2)[CH:39]=1

Participants

4

Reactant 3

HCID 63651,1-Dichloroethane2×HCID 8471TriethylamineHCID 86602299HCID 86602299, compound

Product 1

HCID 86602298HCID 86602298, compound

Procedure

150 mg of 4-{3-[2,6-dichloro-4-(3,3-dichloro-allyloxy)-phenoxy]-propoxy}-N-hydroxy-benzimidoyl chloride are placed in 1 ml of 1,1-dichloroethane at 0° C., and a solution of 76 mg of triethylamine in 1 ml of 1,1-dichloroethane is added dropwise thereto over a period of one hour. After one hour at 0° C. and 18 hours at 25° C., the reaction mixture is poured onto water and extracted with ethyl acetate. Concentration and purification over silica gel yield the title compound (compound 1.17).

Workup

  1. waitAfter one hour at 0° C.
  2. addition18 hours at 25° C., the reaction mixture is poured onto water
  3. extractionextracted with ethyl acetate
  4. concentrationConcentration and purification over silica gel

Sources & evidence

ORD record
ord-9fbc27403f4c42b1a3d54b8d2e328fe4
Source dataset
uspto-grants-2009_10
Patent number
US07608631B2

Reaction notes

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