Triethylamine → N1-(3-nitro[1,5]naphthyridin-4-yl)-2-methylpropane-1,2-diamine

HRID 81889

반응식

HRID 81889 반응식
[NH2:1][CH2:2][C:3]([NH2:6])([CH3:5])[CH3:4].Cl[C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][N:16]=2)[N:11]=[CH:10][C:9]=1[N+:18]([O-:20])=[O:19].C(N(CC)CC)C>ClCCl>[N+:18]([C:9]1[CH:10]=[N:11][C:12]2[C:17]([C:8]=1[NH:1][CH2:2][C:3]([CH3:5])([NH2:6])[CH3:4])=[N:16][CH:15]=[CH:14][CH:13]=2)([O-:20])=[O:19]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 131282-MethylpropylenediamineHCID 131227874-Chloro-3-nitro-1,5-naphthyridine

생성물 1

HCID 86626700N1-(3-nitro[1,5]naphthyridin-4-yl)-2-methylpropane-1,2-diamine수율 97.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

1,2-Diamino-2-methylpropane (8.4 mL, 80.0 mmol) was added to a chilled (0° C.) solution of 4-chloro-3-nitro[1,5]naphthyridine (15.2 g, 72.7 mmol) and triethylamine (20.2 mL, 145 mmol) in dichloromethane (350 mL). The reaction mixture was stirred overnight and then concentrated under reduced pressure. The residue was combined with water (300 mL) and heated at reflux with stirring for 1 hour. The reaction mixture was cooled and filtered. The isolated solid was washed with water and then dried under high vacuum to provide 18.5 g of N1-(3-nitro[1,5]naphthyridin-4-yl)-2-methylpropane-1,2-diamine as a bright yellow powder.

후처리

  1. concentrationconcentrated under reduced pressure
  2. temperatureheated
  3. temperatureat reflux
  4. stirringwith stirring for 1 hour
  5. temperatureThe reaction mixture was cooled
  6. filtrationfiltered
  7. washThe isolated solid was washed with water
  8. customdried under high vacuum

출처 및 근거

ORD 기록
ord-1364b9624aaf45ae9988adb32894f8cf
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846710B2

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