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Cyclopropylamine → 3-Cyclopropylamino-2-(2,3,4,5-tetrafluorobenzoyl)acrylonitrile

HRID 1788977
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HRID 1788977 반응식
[CH:1]1([NH2:4])[CH2:3][CH2:2]1.C(O[CH:8]=[C:9]([C:12](=[O:23])[C:13]1[CH:18]=[C:17]([F:19])[C:16]([F:20])=[C:15]([F:21])[C:14]=1[F:22])[C:10]#[N:11])C>C(Cl)(Cl)Cl.C(O)C.CCCCCC>[CH:1]1([NH:4][CH:8]=[C:9]([C:12](=[O:23])[C:13]2[CH:18]=[C:17]([F:19])[C:16]([F:20])=[C:15]([F:21])[C:14]=2[F:22])[C:10]#[N:11])[CH2:3][CH2:2]1
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참가 물질

6

반응물 2

HCID 69828CyclopropylamineHCID 53655523HCID 53655523, 화합물

생성물 1

HCID 867417183-Cyclopropylamino-2-(2,3,4,5-tetrafluorobenzoyl)acrylonitrile수율 86.5%

시약·촉매·용매 3

HCID 702Ethanol용매HCID 6212Chloroform용매2회HCID 8058Hexane
용매

실험 절차

A solution of cyclopropylamine (3.3 g) in chloroform (20 ml) is added dropwise to a solution of 3-ethoxy-2-(2,3,4,5-tetrafluorobenzoyl)acrylonitrile (14.0 g) in chloroform (50 ml) with maintaining the internal temperature between 6° C. and 8° C. by using an ice bath. The mixture is allowed to stand overnight at room temperature and then concentrated under vacuum to yield an orange oily residue. The oily residue is dissolved in ethanol and the ethanol is removed in vacuum to afford a crystalline residue. The residue is dissolved in hexane and washed with a 20:1 mixture of hexane and ethanol to yield 3-cyclopropylamino-2-(2,3,4,5-tetrafluorobenzoyl)acrylonitrile (12.6 g) as pale yellow prisms, m.p. 88°-89° C.

후처리

  1. temperaturewith maintaining the internal temperature between 6° C. and 8° C.
  2. concentrationconcentrated under vacuum
  3. customto yield an orange oily residue
  4. customthe ethanol is removed in vacuum
  5. customto afford a crystalline residue
  6. washwashed with a 20:1 mixture of hexane and ethanol

출처 및 근거

ORD 기록
ord-18a86dc2dfb6483390cdb8493d259c89
출처 데이터셋
uspto-grants-1987_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04686221

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