1,1'-Carbonyldiimidazole → 5-(2,6-dioxopiperidin-3-yl)-5H-thieno(3,4-c)pyrrole-4,6-dione

HRID 38494

反応式

HRID 38494 の反応式
[C:1]1(=[O:10])[C:5]2=[CH:6][S:7][CH:8]=[C:4]2[C:3](=[O:9])O1.[NH2:11][CH:12]1[CH2:17][CH2:16][C:15](=[O:18])[NH:14][C:13]1=[O:19].C1N=CN(C(N2C=NC=C2)=O)C=1>C1COCC1.CN(C1C=CN=CC=1)C>[O:19]=[C:13]1[CH:12]([N:11]2[C:3](=[O:9])[C:4]3=[CH:8][S:7][CH:6]=[C:5]3[C:1]2=[O:10])[CH2:17][CH2:16][C:15](=[O:18])[NH:14]1

参加物

6

反応物 3

HCID 682631,1'-CarbonyldiimidazoleHCID 1345083-Amino-2,6-piperidinedioneHCID 3156081H,3H-Thieno[3,4-c]furan-1,3-dione

生成物 1

HCID 597652875-(2,6-dioxopiperidin-3-yl)-5H-thieno(3,4-c)pyrrole-4,6-dione収率 79.5%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 8028Tetrahydrofuran溶媒

実験手順

1.54 g thieno(3,4-c)furan-1,3-dione was dissolved in 20 mL of anhydrous THF, and 12.8 g of 3-aminopiperidine-2,6-dione was added. The reaction mixture was allowed to react at room temperature for 4 h. Then, 2 g of CDI and a catalytic quantity of DMAP were added, and the reaction mixture was allowed to reflux for 6 h until a large amount of white solid precipitated. The solid was cooled and filtered to yield 2.1 g of the title product.

後処理

  1. customto react at room temperature for 4 h
  2. temperatureto reflux for 6 h until a large amount of white solid
  3. customprecipitated
  4. temperatureThe solid was cooled
  5. filtrationfiltered

出典と根拠

ORDレコード
ord-0ea9055f87104b5a93642a3f7436fd46
出典データセット
uspto-grants-2013_09
特許番号
US08524742B2

関連ノート

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