Triethylamine → HCID 68796206、化合物

HRID 749485

反応式

HRID 749485 の反応式
[Cl:1][C:2]1[CH:10]=[C:9]([Cl:11])[C:8]([NH:12][C:13]2[C:18]([F:19])=[CH:17][C:16]([F:20])=[CH:15][C:14]=2[Cl:21])=[CH:7][C:3]=1[C:4]([OH:6])=O.S(Cl)(Cl)=O.[CH3:26][N:27]([CH3:35])[CH:28]=[CH:29][C:30]([O:32][CH2:33][CH3:34])=[O:31].C(N(CC)CC)C>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:10]=[C:9]([Cl:11])[C:8]([NH:12][C:13]2[C:18]([F:19])=[CH:17][C:16]([F:20])=[CH:15][C:14]=2[Cl:21])=[CH:7][C:3]=1[C:4]([C:29](=[CH:28][N:27]([CH3:35])[CH3:26])[C:30]([O:32][CH2:33][CH3:34])=[O:31])=[O:6]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 24386Thionyl ChlorideHCID 121015Ethyl 3-(N,N-dimethylamino)acrylateHCID 687982672,4-Dichloro-5-(2-chloro-4,6-difluorophenylamino)benzoic acid

生成物 1

HCID 68796206HCID 68796206、化合物収率 23.3%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
90 °C

実験手順

95 mg (0.27 mmol) of 2,4-dichloro-5-(2-chloro-4,6-difluorophenylamino)benzoic acid were boiled with 0.98 ml of thionyl chloride under reflux for 3 hours. The thionyl chloride was distilled off, and the residue was mixed with 3 ml of toluene and concentrated in vacuo. The residue was taken up in 2 ml of toluene and added to a solution of 39 mg (0.27 mmol) of ethyl 3-dimethylaminoacrylate, 6 μl of triethylamine and 1 ml of toluene. The mixture was heated at 90° C. for 3 hours. The mixture was concentrated and chromatographed on silica gel (heptane:ethyl acetate=75:25 to 0:100 in 45 minutes). 30 mg (23%) of the desired product were obtained.

後処理

  1. temperatureunder reflux for 3 hours
  2. distillationThe thionyl chloride was distilled off
  3. additionthe residue was mixed with 3 ml of toluene
  4. concentrationconcentrated in vacuo
  5. concentrationThe mixture was concentrated
  6. customchromatographed on silica gel (heptane:ethyl acetate=75:25 to 0:100 in 45 minutes)

出典と根拠

ORDレコード
ord-f63dff0bbe204ed5aa229156fe2f37ea
出典データセット
uspto-grants-2008_07
特許番号
US07402674B2

関連ノート

読み込み中…