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

HRID 81889

反応式

HRID 81889 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1364b9624aaf45ae9988adb32894f8cf
出典データセット
uspto-grants-2014_09
特許番号
US08846710B2

関連ノート

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