2-Chloro-4-nitroaniline → HCID 4715112、化合物

HRID 2290545ノート

反応式

HRID 2290545 の反応式
[Cl:1][C:2]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][C:3]=1[NH2:4].CO[CH:14]1[CH2:18][CH2:17][CH:16](OC)O1>C(O)(=O)C.O>[Cl:1][C:2]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][C:3]=1[N:4]1[CH:14]=[CH:18][CH:17]=[CH:16]1

参加物

5

反応物 2

HCID 84922-Chloro-4-nitroanilineHCID 790982,5-Dimethoxytetrahydrofuran

生成物 1

HCID 4715112HCID 4715112、化合物収率 84.2%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒

実験手順

A stirred mixture of 20.0 g (0.12 mole) of 2-chloro-4-nitroaniline and 17.9 g (0.14 mole) of 2,5-dimethoxytetrahydrofuran in 30 ml of glacial acetic acid was heated at reflux for three hours. The mixture was cooled to room temperature, diluted with water, and extracted with diethyl ether. The extract was washed with a saturated aqueous potassium carbonate solution then dried over anhydrous magnesium sulfate and filtered. The solvent was evaporated from the filtrate under reduced pressure to leave a solid. The solid was purified by recrystallization from methylcyclohexane to yield 22.5 g of 1-(2-chloro-4-nitrophenyl)pyrrole (mp 54°-55° C.).

後処理

  1. temperaturewas heated
  2. temperatureat reflux for three hours
  3. extractionextracted with diethyl ether
  4. washThe extract was washed with a saturated aqueous potassium carbonate solution
  5. dry with materialthen dried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customThe solvent was evaporated from the filtrate under reduced pressure
  8. customto leave a solid
  9. customThe solid was purified by recrystallization from methylcyclohexane

出典と根拠

ORDレコード
ord-2e475199f5ac44afba814ec57ad23690
出典データセット
uspto-grants-1986_10
特許番号
US04617316

反応ノート

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