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

HRID 2425760노트

반응식

HRID 2425760 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-63934a61a9ee4c3ebd4f4e730ba17744
출처 데이터셋
uspto-grants-2011_06
특허 번호
US07964727B2

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