Diclofenac → N-{[2-(2,6-dichlorophenylamino)-phenyl]-acetyl}-aspartic acid

HRID 235726

반응식

HRID 235726 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH2:16][C:17]([OH:19])=O.[Na][Na].[NH2:22][C@H:23]([C:28]([OH:30])=[O:29])[CH2:24][C:25]([OH:27])=[O:26]>CN(C)C=O.CO.O>[Cl:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[C:3]=1[NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH2:16][C:17]([NH:22][C@H:23]([C:28]([OH:30])=[O:29])[CH2:24][C:25]([OH:27])=[O:26])=[O:19]

참가 물질

6

반응물 3

HCID 3033DiclofenacHCID 5960L-Aspartic AcidHCID 141233Disodium

생성물 1

HCID 18641355N-{[2-(2,6-dichlorophenylamino)-phenyl]-acetyl}-aspartic acid

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 22242641Methanol--water (1/1)용매

실험 절차

A solution of 3.9 g of the N-hydroxysuccinimide ester of 2-[2-(2,6-dichlorophenylamino)-phenyl]-acetic acid in dimethylformamide is added dropwise to 2.00 g of the disodium salt of L-aspartic acid in 10 ml of methanol/water (1:1). The solution is concentrated by evaporation in vacuo after one hour at room temperature, the residue is taken up in ethyl acetate and dilute hydrochloric acid and partitioned and the ethyl acetate phase is washed with water, dried with Na2SO4 and concentrated by evaporation. By trituration of the residue with diethyl ether, crystals of N-{[2-(2,6-dichlorophenylamino)-phenyl]-acetyl}-aspartic acid are obtained; m.p. 157°-160° (decomposition), Rf =0.17 (CHCl3 :MeOH=1:1).

후처리

  1. concentrationThe solution is concentrated by evaporation in vacuo after one hour at room temperature
  2. customdilute hydrochloric acid and partitioned
  3. washthe ethyl acetate phase is washed with water
  4. dry with materialdried with Na2SO4
  5. concentrationconcentrated by evaporation

출처 및 근거

ORD 기록
ord-a57199d93be242c2a6e9799ef67f1707
출처 데이터셋
uspto-grants-1987_02
특허 번호
US04640911

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