Water → HCID 135737543, compound

HRID 2052284Notes

Reaction equation

HRID 2052284 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]1[CH:13]=[CH:14][N:15]=[C:8]1[N:7]=[C:6]2[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O>O1CCCC1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]1[CH:13]=[CH:14][N:15]=[C:8]1[NH:7][CH:6]2[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Participants

5

Reactant 3

HCID 962WaterHCID 20377584HCID 20377584, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 135737543HCID 135737543, compoundYield 79.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a suspension of 1.38 g of 7-methoxy-5-phenylimidazo[1,2-a]quinazoline in 25 ml of tetrahydrofuran was added 0.38 g of lithium aluminum hydride, and the mixture was stirred at room temperature for 3 hours. To the reaction mixture was added dropwise 1 ml of water with ice-cooling, and the resulting precipitate was filtered off and washed with tetrahydrofuran. The filtrate was evaporated under reduced pressure and the residue was recrystallized from ethylacetate-isopropyl ether to give 1.1 g of 4,5-dihydro-7-methoxy-5-phenylimidazo[1,2-a]quinazoline, m.p. 178°-179° C. (decomp.).

Workup

  1. temperaturecooling
  2. filtrationthe resulting precipitate was filtered off
  3. washwashed with tetrahydrofuran
  4. customThe filtrate was evaporated under reduced pressure
  5. customthe residue was recrystallized from ethylacetate-isopropyl ether

Sources & evidence

ORD record
ord-592b6ba45f46425b9b3dc84ced0d5ddd
Source dataset
uspto-grants-1980_01
Patent number
US04183932

Reaction notes

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