M-Phenylenediamine → HCID 22883495、化合物

HRID 2256

反応式

HRID 2256 の反応式
[C:1]1([NH2:8])[CH:6]=[CH:5][CH:4]=[C:3]([NH2:7])[CH:2]=1.[C:9]1(=[O:16])[O:15][C:13](=[O:14])[CH:12]=[C:10]1[CH3:11]>CC(C)=O>[C:1]1([NH:8][C:13](=[O:14])/[CH:12]=[C:10](/[CH3:11])\[C:9]([OH:16])=[O:15])[CH:6]=[CH:5][CH:4]=[C:3]([NH:7][C:13](=[O:14])/[CH:12]=[C:10](/[CH3:11])\[C:9]([OH:15])=[O:16])[CH:2]=1

参加物

4

反応物 2

HCID 7935M-PhenylenediamineHCID 12012Citraconic Anhydrides

生成物 1

HCID 22883495HCID 22883495、化合物収率 99.9%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒3 回

実験手順

A 3-liter, 3-neck round bottom flask was charged with 54 g (0.5 mole) of m-phenylenediamine and 500 ml of reagent acetone and flushed with nitrogen. The flask was fitted with a reflux condenser, mechanical stirrer and thermocouple. A dropping funnel containing 112 g (1.0 mole) of citraconic anhydride in 500 ml of reagent acetone was attached and the solution added dropwise over about 1 1/2 hours with stirring as the temperature was allowed to rise to reflux the acetone. The reaction mixture was refluxed for an additional hour, cooled to room temperature and suction filtered to give 166 g of N,N'-(m-phenylene)bis citraconamic acid as shown by NMR analysis, as a tan mustard-colored solid melting at 152°-156° C.

後処理

  1. customflushed with nitrogen
  2. customThe flask was fitted with a reflux condenser, mechanical stirrer
  3. additionthe solution added dropwise over about 1 1/2 hours
  4. temperatureThe reaction mixture was refluxed for an additional hour
  5. filtrationsuction filtered

出典と根拠

ORDレコード
ord-81e816ae13fd471baa1f76ede4d59949
出典データセット
uspto-grants-1998_03
特許番号
US05728757

関連ノート

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