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Dimethylsulphamoyl chloride → HCID 46181226, 화합물

HRID 2380973
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HRID 2380973 반응식
[CH2:1]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]([N:17]2[CH2:22][CH2:21][O:20][CH:19]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH2:18]2)=[O:16])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:29][N:30]([CH3:35])[S:31](Cl)(=[O:33])=[O:32]>N1C=CC=CC=1>[CH2:1]([N:8]([C:9]1[CH:10]=[CH:11][C:12]([C:15]([N:17]2[CH2:22][CH2:21][O:20][CH:19]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH2:18]2)=[O:16])=[CH:13][CH:14]=1)[S:31]([N:30]([CH3:35])[CH3:29])(=[O:33])=[O:32])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 83372Dimethylsulphamoyl chlorideHCID 67130440HCID 67130440, 화합물

생성물 1

HCID 46181226HCID 46181226, 화합물수율 35%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

A solution of (4-benzylamino-phenyl)-(2-phenyl-morpholin-4-yl)-methanone (80 mg, 0.21 mmol) and N,N-dimethylsulfamoyl chloride (0.3 ml, 2 mmol) in pyridine (5 ml) was heated to 70° C. for 16 hours. The reaction was cooled then filtered and the filtrate diluted with dichloromethane (20 ml). The resulting solution was washed with hydrochloric acid 2N (20 ml), the organics collected and dried over magnesium sulfate. The solvent was removed in vacuo and the residue purified by preparative thin layer chromatography eluting with 50% ethylacetate/hexanes to afford the title compound as a colourless oil (35 mg, 35% yield). HPLC retention time 6.1 min. Mass spectrum (ES+) m/z 480 (M+H).

후처리

  1. temperatureThe reaction was cooled
  2. filtrationthen filtered
  3. additionthe filtrate diluted with dichloromethane (20 ml)
  4. washThe resulting solution was washed with hydrochloric acid 2N (20 ml)
  5. customthe organics collected
  6. dry with materialdried over magnesium sulfate
  7. customThe solvent was removed in vacuo
  8. customthe residue purified by preparative thin layer chromatography
  9. washeluting with 50% ethylacetate/hexanes

출처 및 근거

ORD 기록
ord-19ec916a5428487aae44985dc63cff11
출처 데이터셋
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08258138B2

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