Acetic Acid → 5-Chloro-1-isopropyl-2-oxo-1,2-dihydroquinoline-3-carboxylic acid

HRID 2425760ノート

反応式

HRID 2425760 の反応式
[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([NH:10][CH:11]([CH3:13])[CH3:12])[C:3]=1[CH:4]=O.C(N)CN.C(O)(=O)C.CC1(C)O[C:28](=[O:29])[CH2:27][C:25](=[O:26])[O:24]1>CO>[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]2[C:3]=1[CH:4]=[C:27]([C:25]([OH:26])=[O:24])[C:28](=[O:29])[N:10]2[CH:11]([CH3:13])[CH3:12]

参加物

6

反応物 4

HCID 176Acetic AcidHCID 3301EthylenediamineHCID 162492,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 598224892-Chloro-6-(isopropylamino)benzaldehyde

生成物 1

HCID 598224655-Chloro-1-isopropyl-2-oxo-1,2-dihydroquinoline-3-carboxylic acid収率 14%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 2-chloro-6-(isopropylamino)benzaldehyde (1.1 g, 5.57 mmol, step 3) in methanol (10 mL) was added ethylenediamine (0.186 mL, 2.78 mmol) and acetic acid (0.319 mL, 5.57 mmol). Meldrum's acid (1.6 g, 11.1 mmol) was added to the mixture at 0° C. Then, the mixture was stirred at room temperature for 16 h. The formed precipitate was filtrated and washed with methanol. The filtrate was evaporated and crystallized from methanol to give 200 mg (14%) of the title compound as a white solid.

後処理

  1. filtrationThe formed precipitate was filtrated
  2. washwashed with methanol
  3. customThe filtrate was evaporated
  4. customcrystallized from methanol

出典と根拠

ORDレコード
ord-63934a61a9ee4c3ebd4f4e730ba17744
出典データセット
uspto-grants-2011_06
特許番号
US07964727B2

反応ノート

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