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Ethyl Acetate → Diethyl {[(5-benzylaminocarbonyl-naphthalen-2-yl)-(3,5-dichloro-phenylsulphonyl)-amino]-methyl}-phosphonate

HRID 1697269
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HRID 1697269 반응식
[CH2:1]([NH:8][C:9]([C:11]1[C:20]2[C:15](=[CH:16][C:17]([NH:21][S:22]([C:25]3[CH:30]=[C:29]([Cl:31])[CH:28]=[C:27]([Cl:32])[CH:26]=3)(=[O:24])=[O:23])=[CH:18][CH:19]=2)[CH:14]=[CH:13][CH:12]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:33]([O:35][P:36]([CH2:41]OS(C(F)(F)F)(=O)=O)([O:38][CH2:39][CH3:40])=[O:37])[CH3:34].C(=O)([O-])[O-].[K+].[K+].C(OCC)(=O)C>CN(C)C=O>[CH2:1]([NH:8][C:9]([C:11]1[CH:12]=[CH:13][CH:14]=[C:15]2[C:20]=1[CH:19]=[CH:18][C:17]([N:21]([CH2:41][P:36](=[O:37])([O:38][CH2:39][CH3:40])[O:35][CH2:33][CH3:34])[S:22]([C:25]1[CH:26]=[C:27]([Cl:32])[CH:28]=[C:29]([Cl:31])[CH:30]=1)(=[O:24])=[O:23])=[CH:16]2)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 11833487(Diethoxyphosphoryl)methyl trifluoromethanesulfonateHCID 595341116-(3,5-Dichloro-phenylsulphonylamino)-naphthalene-1-carboxylic acid-benzylamide

생성물 1

HCID 59534062Diethyl {[(5-benzylaminocarbonyl-naphthalen-2-yl)-(3,5-dichloro-phenylsulphonyl)-amino]-methyl}-phosphonate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of 200 mg 6-(3,5-dichloro-phenylsulphonylamino)-naphthalene-1-carboxylic acid-benzylamide, 180 mg diethylphosphonomethyltriflate (prepared analogously to Tetrahedron Letters 1986, 27, 1477) and 100 mg potassium carbonate in 4 ml N,N-dimethylformamide is stirred for three hours at ambient temperature. Then it is combined with ethyl acetate, washed with water and saturated sodium chloride solution, dried on magnesium sulphate and evaporated down. The flask residue is chromatographed through a silica gel column with cyclohexane/ethyl acetate (40:60 to 0:100) as eluant.

후처리

  1. washwashed with water and saturated sodium chloride solution
  2. customdried on magnesium sulphate
  3. customevaporated down
  4. customThe flask residue is chromatographed through a silica gel column with cyclohexane/ethyl acetate (40:60 to 0:100) as eluant

출처 및 근거

ORD 기록
ord-6b5cab20bbf840b58689520996118b3b
출처 데이터셋
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08163911B2

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