Diisobutylamine → HCID 21272460、化合物

HRID 1193538

反応式

HRID 1193538 の反応式
[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]([N+:13]([O-:15])=[O:14])[C:5]=1[C:6]([OH:8])=O)([O-:3])=[O:2].[CH2:16]([NH:20][CH2:21][CH:22]([CH3:24])[CH3:23])[CH:17]([CH3:19])[CH3:18].P(Cl)(Cl)(Cl)=O.C([O-])(O)=O.[Na+]>C1(C)C=CC=CC=1>[CH2:16]([N:20]([CH2:21][CH:22]([CH3:24])[CH3:23])[C:6](=[O:8])[C:5]1[C:9]([N+:13]([O-:15])=[O:14])=[CH:10][CH:11]=[CH:12][C:4]=1[N+:1]([O-:3])=[O:2])[CH:17]([CH3:19])[CH3:18]

参加物

6

反応物 4

HCID 8085DiisobutylamineHCID 24813Phosphorus oxychlorideHCID 119206Benzoic acid, 2,6-dinitro-HCID 516892Sodium Bicarbonate

生成物 1

HCID 21272460HCID 21272460、化合物収率 64.8%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
50 °C

実験手順

To a slurry of 106.5 g of 2,6-dinitrobenzoic acid in 1000 ml of toluene was added with stirring 133.2 g of diisobutylamine. Next 44.9 g of phosphorus oxychloride was added dropwise at such a rate to maintain the temperature below 40° C. The mixture was heated to 50° C. for 12 hrs and poured into 500 ml of aqueous 5% NaHCO3 solution with stirring. The organic layer was separated, washed with 500 ml water, and the toluene removed under reduced pressure. The remaining solid was recrystallized from hot ethanol to give 105.2 g of N,N-diisobutyl-2,6-dinitrobenzamide, a yellow solid, mp 97°-99° C.

後処理

  1. temperatureto maintain the temperature below 40° C
  2. customThe organic layer was separated
  3. washwashed with 500 ml water
  4. customthe toluene removed under reduced pressure
  5. customThe remaining solid was recrystallized from hot ethanol

出典と根拠

ORDレコード
ord-2c7d3a4bb767437e821819555240276b
出典データセット
uspto-grants-1989_03
特許番号
US04810769

関連ノート

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