Allylamine → N-allyl-2-chloro-3-nitroquinolin-4-amine

HRID 606032

반응식

HRID 606032 반응식
C(N(CC)CC)C.[Cl:8][C:9]1[C:18]([N+:19]([O-:21])=[O:20])=[C:17](Cl)[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]=1.[CH2:23]([NH2:26])[CH:24]=[CH2:25]>ClCCl>[CH2:23]([NH:26][C:17]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]=[C:9]([Cl:8])[C:18]=1[N+:19]([O-:21])=[O:20])[CH:24]=[CH2:25]

참가 물질

5

반응물 3

HCID 7853AllylamineHCID 8471TriethylamineHCID 27851382,4-Dichloro-3-nitroquinoline

생성물 1

HCID 59007293N-allyl-2-chloro-3-nitroquinolin-4-amine수율 105.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Triethylamine (17.0 mL, 123 mmol) was added to a 0° C. solution of 2,4-dichloro-3-nitroquinoline (20.0 g, 82.3 mmol) in dichloromethane (350 mL) followed by the dropwise addition of allylamine (5.90 mL, 78.2 mmol). The solution was allowed to stir and warm to room temperature overnight. The solvent was evaporated under reduced pressure and the resulting orange solid was suspended in water (300 mL). Solid sodium carbonate was added to adjust the pH to 10-11 and the suspension was stirred for 2 hours at 0° C. A yellow solid was isolated by filtration and dried under vacuum overnight to yield N-allyl-2-chloro-3-nitroquinolin-4-amine (21.7 g) that contained small amounts of an impurity and water.

후처리

  1. customThe solvent was evaporated under reduced pressure
  2. additionSolid sodium carbonate was added
  3. stirringthe suspension was stirred for 2 hours at 0° C
  4. customA yellow solid was isolated by filtration
  5. customdried under vacuum overnight

출처 및 근거

ORD 기록
ord-7533faf04dc6419f89e9b1ab9f5be9e6
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07915281B2

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