P-Toluenesulfonamide → 1,3-Dimethyl-5-tosyl-5,6-dihydro-4H-thieno[3,4-c]pyrrole

HRID 1769085

反応式

HRID 1769085 の反応式
Cl[CH2:2][C:3]1[C:7]([CH2:8]Cl)=[C:6]([CH3:10])[S:5][C:4]=1[CH3:11].[C:12]1([CH3:22])[CH:17]=[CH:16][C:15]([S:18]([NH2:21])(=[O:20])=[O:19])=[CH:14][CH:13]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH3:11][C:4]1[S:5][C:6]([CH3:10])=[C:7]2[CH2:8][N:21]([S:18]([C:15]3[CH:16]=[CH:17][C:12]([CH3:22])=[CH:13][CH:14]=3)(=[O:19])=[O:20])[CH2:2][C:3]=12

参加物

5

反応物 3

HCID 6269P-ToluenesulfonamideHCID 11430Potassium CarbonateHCID 2883993,4-Bis(chloromethyl)-2,5-dimethylthiophene

生成物 1

HCID 189470571,3-Dimethyl-5-tosyl-5,6-dihydro-4H-thieno[3,4-c]pyrrole収率 63.6%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

A solution of 10 g (0.048 mol) of 3,4-bis(chloromethyl)-2,5-dimethylthiophene and 8.22 g of p-toluenesulphonamide in 600 ml of dry dimethylformamide is added dropwise, over 6 h, to a stirred suspension, heated to 100°-110° C., of 180 g of potassium carbonate in 900 ml of dimethylformamide. After the end of the addition, the mixture is maintained at the same temperature for 30 min, and then filtered. The solid is washed with dimethylformamide. The filtrate is concentrated under vacuum, and the residue is treated with 100 ml of ethanol, and filtered. The solid residue remaining is washed with ethanol and dried. 9.39 g of product are obtained. Melting point: 163°-164° C.

後処理

  1. additionAfter the end of the addition
  2. temperaturethe mixture is maintained at the same temperature for 30 min
  3. filtrationfiltered
  4. washThe solid is washed with dimethylformamide
  5. concentrationThe filtrate is concentrated under vacuum
  6. additionthe residue is treated with 100 ml of ethanol
  7. filtrationfiltered
  8. washThe solid residue remaining is washed with ethanol
  9. customdried

出典と根拠

ORDレコード
ord-32ddc447f8a04f45a562d00df4e39c31
出典データセット
uspto-grants-1995_01
特許番号
US05380742

関連ノート

読み込み中…