HCID 86702679, compound → HCID 86702678, compound

HRID 2280067Notes

Reaction equation

HRID 2280067 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]=[CH:9][CH2:10][N:11]([CH2:22][C:23]#[C:24][C:25](=[O:27])[CH3:26])[S:12]([C:15]1[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=1)(=[O:14])=[O:13]>ClC1C=CC=CC=1Cl>[Cl:1][C:2]1[C:3]2=[CH:8][C:9]3[CH2:10][N:11]([S:12]([C:15]4[CH:16]=[CH:17][C:18]([CH3:21])=[CH:19][CH:20]=4)(=[O:13])=[O:14])[CH2:22][C:23]=3[C:24]([C:25](=[O:27])[CH3:26])=[C:4]2[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 86702679HCID 86702679, compound

Product 1

HCID 86702678HCID 86702678, compoundYield 31%

Reagents, catalysts & solvents 1

HCID 72391,2-DichlorobenzeneSolvent

Conditions

Temperature
180 °C

Procedure

A microwave irradiation vial (10-20 mL) was equipped with a sir bar and was charged with compound 5p (0.3 g, 0.75 mmol) and 1,2-dichlorobenzene (12.4 mL). The reaction was irradiated with stirring at 180° C. for 3 h, turning black in color. The solution was directly added to a silica gel column, which was eluted with n-hexane to separate the 1,2-dichlorobenzene, and then AcOEt/n-hexane 2:8 to collect the pure product. The title compound was isolated as a brown solid in a 31% yield (0.093 g).

Workup

  1. customA microwave irradiation vial (10-20 mL)
  2. customwas equipped with a sir bar
  3. customThe reaction was irradiated
  4. additionThe solution was directly added to a silica gel column, which
  5. washwas eluted with n-hexane
  6. customto separate the 1,2-dichlorobenzene
  7. customAcOEt/n-hexane 2:8 to collect the pure product

Sources & evidence

ORD record
ord-f2b783effa5a449da39b7417ed3dd77e
Source dataset
uspto-grants-2015_09
Patent number
US09133234B2

Reaction notes

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