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

HRID 1608998노트

반응식

HRID 1608998 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-a1f05403e726463cafaae926fe105115
출처 데이터셋
uspto-grants-1995_03
특허 번호
US05399574

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