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Triethylamine → HCID 23042139、化合物

HRID 2166089
ノート
印刷プレビュー

反応式

HRID 2166089 の反応式
[F:1][C:2]1[CH:21]=[CH:20][CH:19]=[C:18]([F:22])[C:3]=1[C:4]([NH:6][NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]([F:17])([F:16])[F:15])=[O:5].[C:23](Cl)(Cl)=[S:24].C(N(CC)CC)C>C1(C)C=CC=CC=1.COC(C)(C)C>[F:1][C:2]1[CH:21]=[CH:20][CH:19]=[C:18]([F:22])[C:3]=1[C:4]1[O:5][C:23](=[S:24])[N:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[C:14]([F:15])([F:16])[F:17])[N:6]=1
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 3

HCID 8471TriethylamineHCID 10040ThiophosgeneHCID 23042045HCID 23042045、化合物

生成物 1

HCID 23042139HCID 23042139、化合物

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 15413tert-Butyl methyl ether溶媒

実験手順

4.79 g (15 mmol) of 2,6-difluoro-N'-(α,α,α-trifluoro-o-tolyl)-benzhydrazide in 30 ml of toluene are treated with 1.98 g (17 mmol) of thiophosgene and the reaction mixture is heated at the reflux temperature for 5 hours. 4.8 ml (35 mmol) of triethylamine are then added dropwise at 45° C. while cooling and, after cooling, the mixture is stirred at room temperature for about 1 hour. The mixture is subsequently taken up in 100 ml of tert.butyl methyl ether and the solution is washed in each case once with dilute, ice-cold sodium hydroxide solution and saturated sodium chloride solution, dried over anhydrous magnesium sulfate and evaporated under reduced pressure. The residue is purified by chromatography using acetone/n-hexane (1:4) as the eluent and crystallized from diisopropyl ether/n-hexane. In this manner there is obtained 5-(2,6-difluorophenyl)-3-(α,α,α-trifluoro-o-tolyl)-1,3,4-oxadiazole-2(3H) -thione as a white crystallizate, m.p. 128°-130° C.; mass spectrum: 358(58), 298(15 ), 289(17), 159(100).

後処理

  1. temperaturethe reaction mixture is heated at the reflux temperature for 5 hours
  2. temperaturewhile cooling
  3. temperatureafter cooling
  4. washthe solution is washed in each case once
  5. additionwith dilute
  6. dry with materialice-cold sodium hydroxide solution and saturated sodium chloride solution, dried over anhydrous magnesium sulfate
  7. customevaporated under reduced pressure
  8. customThe residue is purified by chromatography
  9. customcrystallized from diisopropyl ether/n-hexane

出典と根拠

ORDレコード
ord-31cf73efbc9b405bae325600f57d2e29
出典データセット
uspto-grants-1990_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04943583

反応ノート

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