Azane;hydrate → HCID 20377595, compound

HRID 2052285Notes

Reaction equation

HRID 2052285 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([NH:12][CH2:13][CH:14](OC)OC)[N:6]([CH3:19])[CH:5]2[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.O.N>S(=O)(=O)(O)O>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]1[CH:14]=[CH:13][N:12]=[C:7]1[N:6]([CH3:19])[CH:5]2[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

4

Reactant 2

HCID 12896473Azane;hydrateHCID 178495880HCID 178495880, compound

Product 1

HCID 20377595HCID 20377595, compoundYield 38.2%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

A mixture of 3.5 g of 6-chloro-3,4-dihydro-2-(2,2-dimethoxyethylamino)-3-methyl-4-phenylquinazoline and 20 ml of concentrated sulfuric acid was heated at 50°-60° C. for 2 hours. The reaction mixture was poured onto ice, and the resulting mixture was neutralized with concentrated ammonia water and then extracted with chloroform. The chloroform layer was washed with water, dried over anhydrous sodium sulfate, and concentrated to dryness. The residue was chromatographed on silica gel using chloroform as an eluent to give 1.1 g of 7-chloro-4,5-dihydro-4-methyl-5-phenylimidazo[1,2-a]quinazoline as viscid oil.

Workup

  1. temperaturewas heated at 50°-60° C. for 2 hours
  2. additionThe reaction mixture was poured onto ice
  3. extractionextracted with chloroform
  4. washThe chloroform layer was washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated to dryness
  7. customThe residue was chromatographed on silica gel

Sources & evidence

ORD record
ord-209aab2880b445a79b224857412258e8
Source dataset
uspto-grants-1980_01
Patent number
US04183932

Reaction notes

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