Lawesson's reagent → HCID 19095164, compound

HRID 486394Notes

Reaction equation

HRID 486394 reaction equation
[C:1]([C:5]([N:7]=[C:8]1[N:12]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[CH:14]=2)[CH:11]=[C:10]([CH3:23])[S:9]1)=O)([CH3:4])([CH3:3])[CH3:2].COC1C=CC(P2(=S)SP(=S)(C3C=CC(OC)=CC=3)[S:33]2)=CC=1>C1COCC1>[C:1]([C:5]([N:7]=[C:8]1[N:12]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[CH:14]=2)[CH:11]=[C:10]([CH3:23])[S:9]1)=[S:33])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 15239708HCID 15239708, compound

Product 1

HCID 19095164HCID 19095164, compoundYield 57.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 2-[(t-butylcarbonyl)imino]-3-[3-(trifluoromethyl)phenyl]-5-methylthiazoline (1 g) and 2,4bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane-2,4disulfide (2 g) in THF (10 ml) was refluxed for 2 days. After cooling and removal of the solvent under reduced pressure, the concentrated residue was added pottasium hydrogencarbonate. The obtained crystallines were recrystallized to give 0.6 g of 2-[t-butyl(thiocarbonyl)]imino-3-[3-(trifluoromethyl)phenyl]-5-methylthiazoline (Compound No. 3).

Workup

  1. temperatureAfter cooling
  2. customremoval of the solvent under reduced pressure
  3. additionthe concentrated residue was added pottasium hydrogencarbonate
  4. customThe obtained crystallines were recrystallized

Sources & evidence

ORD record
ord-75a17217bcb54826b77a41091b8c206d
Source dataset
uspto-grants-1994_03
Patent number
US05292715

Reaction notes

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