Ammonia → Methyl 2-(3,4-dichlorobenzyl)-4-oxo-3,4-dihydroquinazoline-7-carboxylate

HRID 422038

反応式

HRID 422038 の反応式
[NH2:1][C:2]1[CH:11]=[C:10]([C:12]([O:14][CH3:15])=[O:13])[CH:9]=[CH:8][C:3]=1[C:4]([O:6]C)=O.[Cl:16][C:17]1[CH:18]=[C:19]([CH2:24][C:25]#[N:26])[CH:20]=[CH:21][C:22]=1[Cl:23].N>O1CCOCC1.Cl>[Cl:16][C:17]1[CH:18]=[C:19]([CH:20]=[CH:21][C:22]=1[Cl:23])[CH2:24][C:25]1[NH:26][C:4](=[O:6])[C:3]2[C:2](=[CH:11][C:10]([C:12]([O:14][CH3:15])=[O:13])=[CH:9][CH:8]=2)[N:1]=1

参加物

5

反応物 3

HCID 222AmmoniaHCID 76690(3,4-Dichlorophenyl)acetonitrileHCID 79336Dimethyl aminoterephthalate

生成物 1

HCID 136330126Methyl 2-(3,4-dichlorobenzyl)-4-oxo-3,4-dihydroquinazoline-7-carboxylate

試薬・触媒・溶媒 1

HCID 204431481,4-Dioxane hydrochloride溶媒

実験手順

420 Milligrams of dimethyl aminoterephthalate and 446 mg of 3,4-dichlorophenylacetonitrile were added to 10 mL of 4N hydrogen chloride dioxane solution and stirred for about 2 days. Pouring the reaction mixture into ice, its pH was adjusted to 8-9 with 25% aqueous ammonia. The precipitated crystals were recovered by filtration and washed with water. The crude crystals were dissolved in chloroform-ethyl acetate (1:1) mixed solvent, and after removing the insoluble matter by filtration, the remaining solution was concentrated. The residue was purified on silica gel column chromatography (hexane:ethyl acetate=4:1) to provide 253 mg of the title compound.

後処理

  1. additionPouring the reaction mixture into ice, its pH
  2. filtrationThe precipitated crystals were recovered by filtration
  3. washwashed with water
  4. dissolutionThe crude crystals were dissolved in chloroform-ethyl acetate (1:1)
  5. additionmixed solvent
  6. customafter removing the insoluble matter
  7. filtrationby filtration
  8. concentrationthe remaining solution was concentrated
  9. customThe residue was purified on silica gel column chromatography (hexane:ethyl acetate=4:1)

出典と根拠

ORDレコード
ord-5444c3375e774297a36f0e4c0ad68e6b
出典データセット
uspto-grants-2012_01
特許番号
US08101624B2

関連ノート

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