Lawesson's reagent → HCID 15337804, compound

HRID 375608Notes

Reaction equation

HRID 375608 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=O)[N:7]3[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][C:8]3=[N:9]2)=[CH:4][CH:3]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:27])=CC=1>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[S:27])[N:7]3[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][C:8]3=[N:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 42461193-chloro-7,8,9,10-tetrahydro-6H-azepino[2,1-b]quinazolin-12-one

Product 1

HCID 15337804HCID 15337804, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

10 g of 3-chloro-7,8,9,10-tetrahydroazepino[2,1-b]quinazolin-12(6H)-one was treated with 15 g of Lawesson's reagent in toluene at reflux under nitrogen, until the starting material was consumed, as checked by TLC, using chloroform as eluent (24 hours). The mixture was concentrated in vacuo and chromatographed on silica gel, using chloroform as eluent. The bright yellow material was recrystallized from hexane-ethyl acetate, giving lemon-yellow needles, m.p. 99° C.-101° C.

Workup

  1. temperatureat reflux under nitrogen, until the starting material
  2. customwas consumed
  3. custom(24 hours)
  4. concentrationThe mixture was concentrated in vacuo
  5. customchromatographed on silica gel
  6. customThe bright yellow material was recrystallized from hexane-ethyl acetate
  7. customgiving lemon-yellow needles, m.p. 99° C.-101° C.

Sources & evidence

ORD record
ord-2416b0d485bd4d058d61ecf0dcb9f1b2
Source dataset
uspto-grants-1996_01
Patent number
US05486512

Reaction notes

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