N-3-Bromopropylphthalimide → HCID 20186606, 화합물

HRID 2308984

반응식

HRID 2308984 반응식
[C:1]1([NH:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Na+].[H][H].Br[CH2:19][CH2:20][CH2:21][N:22]1[C:26](=[O:27])[C:25]2=[CH:28][CH:29]=[CH:30][CH:31]=[C:24]2[C:23]1=[O:32]>CS(C)=O.O>[C:1]1([N:7]([CH2:19][CH2:20][CH2:21][N:22]2[C:26](=[O:27])[C:25]3=[CH:28][CH:29]=[CH:30][CH:31]=[C:24]3[C:23]2=[O:32])[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

7

반응물 4

HCID 21611N-3-BromopropylphthalimideHCID 24758Sodium hydrideHCID 81130N-2-PyridylanilineHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 20186606HCID 20186606, 화합물

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매3회HCID 962Water용매

반응 조건

온도
85 °C

실험 절차

A solution of 2-(N-phenylamino)pyridine (5.0 g) in DMSO (15 ml) was added to a suspension of sodium hydride (0.78 g) in DMSO (20 ml). The mixture was stirred and slowly heated under nitrogen to 85° C. After the evolution of hydrogen had ceased, the mixture was cooled to room temperature and a solution of N-(3-bromopropyl)phthalimide (7.88 g) in DMSO (15 ml) added dropwise. The mixture was allowed to stand overnight and then poured into water. The aqueous phase was made acid to a pH between 2 to 4 and extracted with ether. The extracts were dried (MgSO4), the ether evaporated and the residue crystallised from ethanol to give N-[3-(N-phenyl-N-pyrid-2-ylamino)propyl]phthalimide, 3.69 g (35%) m.p. 103°-105° C.

후처리

  1. temperaturethe mixture was cooled to room temperature
  2. extractionextracted with ether
  3. dry with materialThe extracts were dried (MgSO4)
  4. customthe ether evaporated
  5. customthe residue crystallised from ethanol

출처 및 근거

ORD 기록
ord-ef1965a29c304b348a573de56f31640e
출처 데이터셋
uspto-grants-1987_09
특허 번호
US04692456

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