Lawesson's reagent → HCID 86594592, compound

HRID 902829Notes

Reaction equation

HRID 902829 reaction equation
COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:10])=CC=1.[CH2:23]([O:39][C:40]1[CH:45]=[CH:44][C:43]([C:46]2[CH:51]=[C:50]([Cl:52])[C:49]([C:53]3[CH:58]=[CH:57][C:56]([O:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][CH2:67][CH2:68][CH2:69][CH2:70][CH2:71][CH2:72][CH2:73][CH2:74][CH3:75])=[CH:55][CH:54]=3)=[C:48]([NH:76][C:77](=O)[C:78]3[CH:83]=[CH:82][CH:81]=[CH:80][CH:79]=3)[C:47]=2[Cl:85])=[CH:42][CH:41]=1)[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38]>ClC1C=CC=CC=1>[CH2:23]([O:39][C:40]1[CH:45]=[CH:44][C:43]([C:46]2[CH:51]=[C:50]([Cl:52])[C:49]([C:53]3[CH:58]=[CH:57][C:56]([O:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][CH2:67][CH2:68][CH2:69][CH2:70][CH2:71][CH2:72][CH2:73][CH2:74][CH3:75])=[CH:55][CH:54]=3)=[C:48]([NH:76][C:77](=[S:10])[C:78]3[CH:83]=[CH:82][CH:81]=[CH:80][CH:79]=3)[C:47]=2[Cl:85])=[CH:42][CH:41]=1)[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 86594593HCID 86594593, compound

Product 1

HCID 86594592HCID 86594592, compound

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

Next, a Lawesson's reagent (2.2 g, 5.5 mmol) and chlorobenzene (20 ml) were added to 1,4-bis(4-hexadecyloxyphenyl)benzoylamino-2,5-dichloro-benzene 3 (4.0 g, 4.6 mmol) prepared above, and the mixture was heated under reflux for about 4 hr. After the completion of the reaction, the precipitated yellow powder was collected by filtration, was washed with ethanol, and was dried. Thereafter, the yellow powder thus obtained was recrystallized from DMF to give 1,4-bis(4-hexadecyloxyphenyl)thiobenzoylamino-2,5-dichloro-benzene 4 as the target compound (yield 90.2%).

Workup

  1. customprepared above, and the mixture
  2. temperaturewas heated
  3. temperatureunder reflux for about 4 hr
  4. customAfter the completion of the reaction
  5. filtrationthe precipitated yellow powder was collected by filtration
  6. washwas washed with ethanol
  7. customwas dried
  8. customThereafter, the yellow powder thus obtained
  9. customwas recrystallized from DMF

Sources & evidence

ORD record
ord-b68dc28d5a4f40d88e6652fb111e79c2
Source dataset
uspto-grants-2008_04
Patent number
US07365359B2

Reaction notes

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