Hydrochloric Acid → (S)-4-{4-[2-(3-cyanopropylidene)hydrazino]benzyl}-1,3-oxazolidin-2-one

HRID 1608998ノート

反応式

HRID 1608998 の反応式
Cl.Cl.[NH:3]([C:5]1[CH:17]=[CH:16][C:8]([CH2:9][C@H:10]2[CH2:14][O:13][C:12](=[O:15])[NH:11]2)=[CH:7][CH:6]=1)[NH2:4].C(O[CH:21](OCC)[CH2:22][CH2:23][C:24]#[N:25])C>O>[C:24]([CH2:23][CH2:22][CH:21]=[N:4][NH:3][C:5]1[CH:17]=[CH:16][C:8]([CH2:9][C@H:10]2[CH2:14][O:13][C:12](=[O:15])[NH:11]2)=[CH:7][CH:6]=1)#[N:25]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 876164,4-DiethoxybutanenitrileHCID 45356867(S)-4-(4-Hydrazinylbenzyl)oxazolidin-2-one hydrochloride

生成物 1

HCID 70196055(S)-4-{4-[2-(3-cyanopropylidene)hydrazino]benzyl}-1,3-oxazolidin-2-one収率 93.2%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

1M aqu. HCl (4.0 ml) was added to a solution of the product from step (a) (2.4 g) in water (35 ml). 3-Cyanopropanal diethylacetal (Aldrich, 1.7 g) was added at room temperature and the mixture stirred for 2 hours. Further acetal (0.20 g) was added and the mixture stirred for another 20 minutes. The aqueous phase was decanted from the resulting gum and extracted with ethyl acetate. The extracts were combined with the gum and evaporated in vacuo to give the desired product (2.5 g).

後処理

  1. stirringthe mixture stirred for another 20 minutes
  2. customThe aqueous phase was decanted from the resulting gum
  3. extractionextracted with ethyl acetate
  4. customevaporated in vacuo

出典と根拠

ORDレコード
ord-a1f05403e726463cafaae926fe105115
出典データセット
uspto-grants-1995_03
特許番号
US05399574

反応ノート

読み込み中…