3,5-Dinitrobenzoyl chloride → 3-(3,5-Dinitrobenzoyl)-1,3-thiazolidine-2-thione

HRID 1632249ノート

反応式

HRID 1632249 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[C:11]([N+:13]([O-:15])=[O:14])[CH:12]=1)[C:7](Cl)=[O:8])([O-:3])=[O:2].[S:16]1[CH2:20][CH2:19][NH:18][C:17]1=[S:21].C(N(CC)CC)C>CN(C)C=O>[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[C:11]([N+:13]([O-:15])=[O:14])[CH:12]=1)[C:7]([N:18]1[CH2:19][CH2:20][S:16][C:17]1=[S:21])=[O:8])([O-:3])=[O:2]

参加物

5

反応物 3

HCID 74323,5-Dinitrobenzoyl chlorideHCID 8471TriethylamineHCID 27236992-Thiazolidinethione

生成物 1

HCID 132176343-(3,5-Dinitrobenzoyl)-1,3-thiazolidine-2-thione収率 70.6%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

To 15 ml of dimethylformamide were dissolved 3,5-dinitrobenzoyl chloride (2.5 g) and 1,3-thiazolidine-2-thione (1.3 g). To the solution was added dropwise a solution of triethyl amine (1.2 g) and dimethylformamide (2 ml) under ice-cooling. The mixture was stirred under ice-cooling for 1 hour and at room temperature for 5 hours. The reaction mixture was filtered and the solvent was removed at a reduced pressure. To the residue was added water and the insolubles were filtered off. The filtrate was washed with cold methanol and then with ether to obtain crude crystals. Recrystallization from toluene gives 2.4 g of the desired compound as yellow needle crystals (yield 76.7%).

後処理

  1. temperaturecooling
  2. filtrationThe reaction mixture was filtered
  3. customthe solvent was removed at a reduced pressure
  4. additionTo the residue was added water
  5. filtrationthe insolubles were filtered off
  6. washThe filtrate was washed with cold methanol
  7. customwith ether to obtain crude crystals
  8. customRecrystallization from toluene

出典と根拠

ORDレコード
ord-703010360b4043f88bac8de847b9c85d
出典データセット
uspto-grants-1984_10
特許番号
US04474814

反応ノート

読み込み中…