1-Chloro-2-(diethylamine)ethane hydrochloride → 3-(2-diethylaminoethyl)-2,3-dihydro-2-[(4-methylphenyl)imino]-4H-pyrido[3,2-e]-1,3-thiazin-4-one monohydrochloride

HRID 367151

反応式

HRID 367151 の反応式
[CH3:1][C:2]1[CH:19]=[CH:18][C:5]([NH:6][C:7]2[S:8][C:9]3[N:17]=[CH:16][CH:15]=[CH:14][C:10]=3[C:11](=[O:13])[N:12]=2)=[CH:4][CH:3]=1.[H-].[Li+].Cl.[CH2:23]([N:25]([CH2:29][CH3:30])[CH2:26][CH2:27][Cl:28])[CH3:24]>>[ClH:28].[CH2:23]([N:25]([CH2:29][CH3:30])[CH2:26][CH2:27][N:12]1[C:11](=[O:13])[C:10]2[CH:14]=[CH:15][CH:16]=[N:17][C:9]=2[S:8][C:7]1=[N:6][C:5]1[CH:18]=[CH:19][C:2]([CH3:1])=[CH:3][CH:4]=1)[CH3:24]

参加物

4

反応物 3

HCID 133631-Chloro-2-(diethylamine)ethane hydrochlorideHCID 62714Lithium hydrideHCID 973891Bas 09531330

生成物 1

HCID 232876773-(2-diethylaminoethyl)-2,3-dihydro-2-[(4-methylphenyl)imino]-4H-pyrido[3,2-e]-1,3-thiazin-4-one monohydrochloride収率 41.1%

実験手順

The reaction procedure of Example 11 was followed except that 900 mg (3.34 mmol) of 2-(4-methylanilino)-4H-pyrido[3,2-e]-1,3-thiazin-4-one, 54 mg of lithium hydride and 633 mg of 2-diethylaminoethylchloride hydrochloride were used. The resulting residue was then purified through silica gel column chromatography (eluant: chloroform-3% methanol). The resulting compound was then recrystallized from a mixture of ether and hexane containing 4 N hydrogen hydride in dioxane to obtain 556 mg of 3-(2-diethylaminoethyl)-2,3-dihydro-2-[(4-methylphenyl)imino]-4H-pyrido[3,2-e]-1,3-thiazin-4-one monohydrochloride.

後処理

  1. customThe reaction procedure of Example 11
  2. customThe resulting residue was then purified through silica gel column chromatography (eluant: chloroform-3% methanol)
  3. customThe resulting compound was then recrystallized from a mixture of ether and hexane containing 4 N hydrogen hydride in dioxane

出典と根拠

ORDレコード
ord-bb737a177bf04027a5ed86cfe6471c08
出典データセット
uspto-grants-2000_10
特許番号
US06133258

関連ノート

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