Dimethyl Sulfoxide → HCID 10519066, 화합물

HRID 1733982노트

반응식

HRID 1733982 반응식
[N+:1]([C:4]1[CH:23]=[CH:22][C:7]([C:8]([N:10]2[CH2:16][CH2:15][CH2:14][CH:13]([OH:17])[C:12]3[N:18]=[CH:19][CH:20]=[CH:21][C:11]2=3)=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2].C(Cl)Cl.CS(C)=O.N1C(Cl)=NC(Cl)=NC=1Cl>O.C(N(CC)CC)C>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([C:8]([N:10]2[CH2:16][CH2:15][CH2:14][C:13](=[O:17])[C:12]3[N:18]=[CH:19][CH:20]=[CH:21][C:11]2=3)=[O:9])=[CH:22][CH:23]=1)([O-:3])=[O:2]

참가 물질

7

반응물 4

HCID 679Dimethyl SulfoxideHCID 6344DichloromethaneHCID 7954Cyanuric chlorideHCID 10638906HCID 10638906, 화합물

생성물 1

HCID 10519066HCID 10519066, 화합물수율 125.4%

시약·촉매·용매 2

HCID 962Water용매HCID 8471Triethylamine용매

반응 조건

온도
-25 °C

실험 절차

A mixture of 0.313 g of 5-(4-nitrobenzoyl)-9-hydroxy-6,7,8,9-tetrahydro-5H-pyrido[3,2-b]azepine, 4 ml of CH2Cl2 and 0.75 ml of dimethylsulfoxide is chilled to -25° C. and 0.405 g of cyanuric chloride is added. The mixture is allowed to stand at -25° C. for 6.5 hours and 0.41 g of triethylamine is added. The mixture is stirred 10 minutes and poured into water. The mixture is extracted with dichloromethane and the extract washed with water, brine and dried (Na2SO4). The solvent is removed to give 0.39 g of solid. Chromatography on silica gel with ethyl acetate as solvent gives 0.17 g of crystals, m.p. 188°-190° C.

후처리

  1. extractionThe mixture is extracted with dichloromethane
  2. washthe extract washed with water, brine
  3. dry with materialdried (Na2SO4)
  4. customThe solvent is removed

출처 및 근거

ORD 기록
ord-4d7c72e4fa024641ae5ac70f94773564
출처 데이터셋
uspto-grants-1996_07
특허 번호
US05532235

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