Pyridine → HCID 10413781, compound

HRID 1821968Notes

Reaction equation

HRID 1821968 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]([NH:15][OH:16])=[NH:14])=[CH:11][CH:10]=1.[C:30](Cl)(=O)[CH3:31].N1C=CC=CC=1>C1(C)C=CC=CC=1>[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:10]=[CH:11][C:12]([C:13]2[N:14]=[C:30]([CH3:31])[O:16][N:15]=2)=[CH:17][CH:18]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 178513356HCID 178513356, compound

Product 1

HCID 10413781HCID 10413781, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

100 mg of 4-{3-[2,6-dichloro-4-(3,3-dichloro-allyloxy)-phenoxy]-propoxy}-N-hydroxybenzamidine are placed in 2 ml of toluene. 20 mg of acetyl chloride and 2 ml of pyridine are added, and heating is carried out for 4 hours at 120° C. The reaction mixture is concentrated, and the residue is taken up in ethyl acetate and washed with dilute hydrochloric acid and water. Concentration of the organic phase and purification over silica gel yield the title compound (compound 1.10).

Workup

  1. temperatureheating
  2. concentrationThe reaction mixture is concentrated
  3. washwashed with dilute hydrochloric acid and water
  4. customConcentration of the organic phase and purification over silica gel

Sources & evidence

ORD record
ord-981467b986bb488bb9b8b6ad9ecc7305
Source dataset
uspto-grants-2009_10
Patent number
US07608631B2

Reaction notes

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