1,2-Dichlorobenzene → HCID 22459046, compound

HRID 613415Notes

Reaction equation

HRID 613415 reaction equation
[C:1]1([CH2:7][CH2:8][C:9]2[C:13]3[CH:14]=[CH:15][C:16]([O:18]CC=C)=[CH:17][C:12]=3[S:11][CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[C:23]1[CH:28]=CC=C[C:24]=1Cl>>[C:1]1([CH2:7][CH2:8][C:9]2[C:13]3[CH:14]=[CH:15][C:16]([OH:18])=[C:17]([CH2:28][CH:23]=[CH2:24])[C:12]=3[S:11][CH:10]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 72391,2-DichlorobenzeneHCID 22459145HCID 22459145, compound

Product 1

HCID 22459046HCID 22459046, compound

Conditions

Temperature
50 °C

Procedure

The product from Step F (4.373 grams), dissolved in 1,2-dichlorobenzene (45 mL) was refluxed under nitrogen for 8.5 hours. The solution was cooled to approx. 50° C. High vacuum was applied and the solvent removed until the residue solidified. The solid was dissolved in CH2Cl2 (100 mL), recovered, re-evaporated and chromatographed over silica gel (CH2Cl2). Evaporation of the appropriate fractions gave the title compound as a pale yellow solid.

Workup

  1. temperaturewas refluxed under nitrogen for 8.5 hours
  2. customthe solvent removed until the residue solidified
  3. dissolutionThe solid was dissolved in CH2Cl2 (100 mL)
  4. customrecovered
  5. customre-evaporated
  6. customchromatographed over silica gel (CH2Cl2)
  7. customEvaporation of the appropriate fractions

Sources & evidence

ORD record
ord-c8a2cd0d720547b0b98b61c9e091c6c5
Source dataset
uspto-grants-1999_12
Patent number
US06008237

Reaction notes

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