O-Phenylenediamine → HCID 21883720、化合物

HRID 722320ノート

反応式

HRID 722320 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:21]=O)[C:5]2[O:10][CH:9]([C:11]([F:14])([F:13])[F:12])[C:8]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:7][C:6]=2[CH:20]=1.[C:23]1([NH2:30])[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[NH2:29]>[N+](C1C=CC=CC=1)([O-])=O>[NH:29]1[C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=2[N:30]=[C:21]1[C:4]1[C:5]2[O:10][CH:9]([C:11]([F:12])([F:14])[F:13])[C:8]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:7][C:6]=2[CH:20]=[C:2]([Cl:1])[CH:3]=1

参加物

4

反応物 2

HCID 7243O-PhenylenediamineHCID 21883599HCID 21883599、化合物

生成物 1

HCID 21883720HCID 21883720、化合物収率 43%

試薬・触媒・溶媒 1

HCID 7416Nitrobenzene溶媒

実験手順

A solution of the aldehyde (Example 76, Step 3) (0.33 g, 0.99 mmol) and 1,2-phenylenediamine (0.11 g, 1.02 mmol) in nitrobenzene (20 mL) was heated to 150° C. for 1.8 hours. The reaction mixture was extracted with ethyl acetate, washed with brine, dried over MgSO4, and concentrated in vacuo and purified by flash chromatography over silica gel (with 1:9 ethyl acetate/hexane as eluant) to give the ester as a brown solid (0.18 g, 43%) which was used in the next step without further purification.

後処理

  1. extractionThe reaction mixture was extracted with ethyl acetate
  2. washwashed with brine
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in vacuo
  5. custompurified by flash chromatography over silica gel (with 1:9 ethyl acetate/hexane as eluant)

出典と根拠

ORDレコード
ord-c94cef33dfc1422d82b19bd1e7dcb7ad
出典データセット
uspto-grants-2006_11
特許番号
US07138411B2

反応ノート

読み込み中…