Acetic Acid → 2-Chloro-N4-(2-methylpropyl)-3,4-quinolinediamine

HRID 1450689노트

반응식

HRID 1450689 반응식
[Cl:1][C:2]1[C:11]([N+:12]([O-])=O)=[C:10]([NH:15][CH2:16][CH:17]([CH3:19])[CH3:18])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.C(O)(=O)C.[H][H]>[Pt].C(O)(C)C>[Cl:1][C:2]1[C:11]([NH2:12])=[C:10]([NH:15][CH2:16][CH:17]([CH3:19])[CH3:18])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1

참가 물질

6

반응물 3

HCID 176Acetic AcidHCID 109348134-Quinolinamine, 2-chloro-N-(2-methylpropyl)-3-nitro-HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 117470392-Chloro-N4-(2-methylpropyl)-3,4-quinolinediamine수율 73%

시약·촉매·용매 2

HCID 23939Platinum촉매HCID 3776Isopropanol용매

실험 절차

A solution of 2-chloro-N-(2-methylpropyl)-3-nitro-4-quinolinamine (120 g), acetic acid (300 mL), isopropyl alcohol (300 mL), and 5% platinum on carbon (7.2 g) was allowed to stand at room temperature for 30 h under 2 bars of hydrogen pressure. The resulting solution was filtered, and the solvent was removed from the filtrate at reduced pressure. The residue was dissolved in aqueous hydrochloric acid (1 L, 4N). The product was precipitated by adding this solution to a solution of sodium hydroxide. The precipitate was filtered and washed with water to afford the product 2-chloro-N4 -(2-methylpropyl)-3,4-quinolinediamine in 73% yield.

후처리

  1. filtrationThe resulting solution was filtered
  2. customthe solvent was removed from the filtrate at reduced pressure
  3. dissolutionThe residue was dissolved in aqueous hydrochloric acid (1 L, 4N)
  4. customThe product was precipitated
  5. additionby adding this solution to a solution of sodium hydroxide
  6. filtrationThe precipitate was filtered
  7. washwashed with water

출처 및 근거

ORD 기록
ord-10bf16a5080d45259515b9e1a54ce271
출처 데이터셋
uspto-grants-1997_02
특허 번호
US05602256

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