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

HRID 235726

反応式

HRID 235726 の反応式
[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]

参加物

6

反応物 3

HCID 3033DiclofenacHCID 5960L-Aspartic AcidHCID 141233Disodium

生成物 1

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

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 22242641Methanol--water (1/1)溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-a57199d93be242c2a6e9799ef67f1707
出典データセット
uspto-grants-1987_02
特許番号
US04640911

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