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Chlorobenzene → HCID 23069967、化合物

HRID 644467
ノート
印刷プレビュー

反応式

HRID 644467 の反応式
[Cl:1][C:2]1[CH:10]=[C:6]([C:7]([OH:9])=O)[C:5]([OH:11])=[CH:4][CH:3]=1.[NH2:12][C:13]1[S:14][CH:15]=[C:16]([C:18]2[CH:23]=[C:22]([C:24]([F:27])([F:26])[F:25])[CH:21]=[C:20]([C:28]([F:31])([F:30])[F:29])[CH:19]=2)[N:17]=1.P(Cl)(Cl)Cl.ClC1C=CC=CC=1>O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:11])=[C:6]([CH:10]=1)[C:7]([NH:12][C:13]1[S:14][CH:15]=[C:16]([C:18]2[CH:19]=[C:20]([C:28]([F:29])([F:30])[F:31])[CH:21]=[C:22]([C:24]([F:27])([F:25])[F:26])[CH:23]=2)[N:17]=1)=[O:9]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 7964ChlorobenzeneHCID 94475-Chlorosalicylic AcidHCID 24387Phosphorus trichlorideHCID 27257694-(3,5-Bis(trifluoromethyl)phenyl)thiazol-2-amine

生成物 1

HCID 23069967HCID 23069967、化合物収率 23.5%

試薬・触媒・溶媒 1

HCID 962Water
溶媒

実験手順

A mixture of 5-chlorosalicylic acid (172.6 mg, 1 mmol), 2-amino-4-[3,5-bis(trifluoromethyl)phenyl]thiazole (312.2 mg, 1 mmol), phosphorus trichloride (44 μL, 0.5 mmol) and monochlorobenzene (5 mL) was refluxed for 4 hours. After the reaction mixture was cooled to room temperature, it was poured into water and extracted with ethyl acetate. After the ethyl acetate layer was washed with brine, dried over anhydrous sodium sulfate, the residue obtained by evaporation of the solvent under reduced pressure was purified by column chromatography on silica gel (n-hexane:ethyl acetate=3:1→2:1) to give the title compound (109.8 mg, 23.5%) as a pale yellow white powder.

後処理

  1. temperaturewas refluxed for 4 hours
  2. extractionextracted with ethyl acetate
  3. washAfter the ethyl acetate layer was washed with brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customthe residue obtained by evaporation of the solvent under reduced pressure
  6. customwas purified by column chromatography on silica gel (n-hexane:ethyl acetate=3:1→2:1)

出典と根拠

ORDレコード
ord-cf23fa17661a42a3a0b6ed22fdedbd75
出典データセット
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07700655B2

反応ノート

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