Lawesson's reagent → HCID 19037098, compound

HRID 264818Notes

Reaction equation

HRID 264818 reaction equation
COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:10])=CC=1.[C:23]([CH2:25][CH2:26][NH:27][C:28]([C:30]1[C:35]2[CH:36]=[C:37]([C:40]([F:46])([F:45])[C:41]([F:44])([F:43])[F:42])[CH:38]=[CH:39][C:34]=2[O:33][C:32]([CH3:48])([CH3:47])[CH:31]=1)=O)#[N:24]>C1C=CC=CC=1>[C:23]([CH2:25][CH2:26][NH:27][C:28]([C:30]1[C:35]2[CH:36]=[C:37]([C:40]([F:46])([F:45])[C:41]([F:44])([F:43])[F:42])[CH:38]=[CH:39][C:34]=2[O:33][C:32]([CH3:48])([CH3:47])[CH:31]=1)=[S:10])#[N:24]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 19037091HCID 19037091, compound

Product 1

HCID 19037098HCID 19037098, compoundYield 82.2%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

227 mg of Lawesson's reagent was added to a mixture of 210 mg of N-(2-cyanoethyl)-6-pentafluoroethyl-2,2-dimethyl-2H-1-benzopyran-4-carbamide obtained according to Example 1 and 20 ml of benzene, and the resulting mixture was heated while refluxing for 1 hour. After concentrating the mixture under reduced pressure, the resulting residue was purified by silica gel column chromatography (a developing solution: methylene chloride) to obtain 180 mg of N-(2-cyanoethyl)-6-pentafluoroethyl-2,2-dimethyl-2H-1-benzopyran-4-carbothioamide.

Workup

  1. customobtained
  2. temperaturethe resulting mixture was heated
  3. temperaturewhile refluxing for 1 hour
  4. concentrationAfter concentrating the mixture under reduced pressure
  5. customthe resulting residue was purified by silica gel column chromatography (a developing solution

Sources & evidence

ORD record
ord-a7ca0ddc49d348118ec2b4ea6ba3c440
Source dataset
uspto-grants-1997_07
Patent number
US05646310

Reaction notes

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