Lawesson's reagent → HCID 54285914, compound

HRID 2254058Notes

Reaction equation

HRID 2254058 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH2:9][N:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:13](=O)[N:12]([CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])[C:11]1=[O:27].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:37])=CC=1>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH2:9][N:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:13](=[S:37])[N:12]([CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])[C:11]1=[O:27]

Participants

4

Reactant 2

HCID 87949Lawesson's reagent2×HCID 54519302HCID 54519302, compound

Product 1

HCID 54285914HCID 54285914, compoundYield 70.9%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Into 100 ml of toluene was dissolved 3.80 g of ethyl 1-(2,4-dichlorophenyl)methyl-1,4-dihydro-2,4-dioxo-3(2H)-quinazolineacetate, and 5.70 g of Lawesson's reagent were added. After refluxed for 7 hours and 30 minutes, 1.90 g of Lawesson's reagent were further added and, after refluxed for 5 hours, solvent was distilled off. To the residue were added 10 ml of ethanol for washing, then it was further recrystallized from ethanol to obtain 2.80 g of title compound. m.p. 138°-139° C.

Workup

  1. additionwere added
  2. temperatureAfter refluxed for 7 hours and 30 minutes
  3. temperatureafter refluxed for 5 hours
  4. distillationsolvent was distilled off
  5. additionTo the residue were added 10 ml of ethanol
  6. washfor washing
  7. customit was further recrystallized from ethanol

Sources & evidence

ORD record
ord-377140587f024954a0a594d6e8c0b155
Source dataset
uspto-grants-1993_08
Patent number
US05234928

Reaction notes

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