ChemicalBook CAS DataBase List Quinazoline

Quinazoline synthesis

12synthesis methods

Product Name:Quinazoline
CAS Number:253-82-7
Molecular formula:C8H6N2
Molecular Weight:130.15

2,3,4,5-TETRAHYDRO-1H-BENZO[E][1,4]DIAZEPINE

1904-65-0
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253-82-7
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Yield:253-82-7 78%

Reaction Conditions:

with [Au₁₁(PPh₃)₈Cl₂]Cl;trimethylamine-N-oxide in toluene at 100; for 20 h;Inert atmosphere;Schlenk technique;

Steps:

Oxidative dehydrogenation of indoline:
General procedure: In a 2-neck RBF, 1 (20 mg, 0.0005 mmol) and TMNO (45 mg, 0.6 mmol) were suspended in toluene (4 mL) and to this solution indoline (60 mg, 0.5 mmol) was added. The reaction mixture was then heated to 100 oC for 20 h and it was filtered and solvent evaporated. The crude product obtained was purified by column chromatography using hexane/ethylacetate (7:1) as eluent to give pure indole (47 mg, 79%). A similar procedure was used for the other indolines and N-heterocycles.

References:

Kumaran, Elumalai;Leong, Weng Kee [Tetrahedron Letters,2018,vol. 59,# 44,p. 3958 - 3960] Location in patent:supporting information

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