Triethylamine → HCID 19892236、化合物

HRID 893314

反応式

HRID 893314 の反応式
[C:1](Cl)(Cl)=[O:2].C1(C)C=CC=CC=1.[Cl:12][C:13]1[CH:18]=[C:17]([C:19]([F:22])([F:21])[F:20])[CH:16]=[C:15]([Cl:23])[C:14]=1[NH:24][NH:25][C:26](=[O:31])[C:27]([CH3:30])([CH3:29])[CH3:28].C(N(CC)CC)C>>[CH3:29][C:27]([C:26]1[O:31][C:1](=[O:2])[N:24]([C:14]2[C:13]([Cl:12])=[CH:18][C:17]([C:19]([F:20])([F:22])[F:21])=[CH:16][C:15]=2[Cl:23])[N:25]=1)([CH3:28])[CH3:30]

参加物

4

反応物 3

HCID 8471TriethylamineHCID 15279907N'-(2,6-dichloro-4-trifluoromethylphenyl)-2,2-dimethylpropionhydrazideHCID 19083224Phosgen toluene

生成物 1

HCID 19892236HCID 19892236、化合物収率 45.1%

反応条件

温度
80 °C

実験手順

In 4.6 ml (8.9 mmols) of 20% phosgene-toluene solution, 0.33 g (1 mmol) of N'-(2,6-dichloro-4-trifluoromethylphenyl)-2,2-dimethylpropionhydrazide was heated to reflux for 16 hours (inner temperature of 80° C.). Then, an excess of phosgene and toluene was distilled off. After the residue was dissolved in 5 ml of methylene chloride, 0.65 g (6.4 mmols) of triethylamine was added to the solution and the mixture was heated to reflux for 30 minutes. Next, the mixture was washed with water, dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The thus obtained crude product was subjected to silica gel column chromatography to give 0.16 g of 5-(1,1-dimethylethyl)-3-(2,6-dichloro-4-trifluoromethylphenyl)-1,3,4-oxadiazolin-2-one.

後処理

  1. distillationThen, an excess of phosgene and toluene was distilled off
  2. dissolutionAfter the residue was dissolved in 5 ml of methylene chloride
  3. temperaturethe mixture was heated
  4. temperatureto reflux for 30 minutes
  5. washNext, the mixture was washed with water
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe thus obtained crude product

出典と根拠

ORDレコード
ord-ab1524075eee422fb0525349ba4269b8
出典データセット
uspto-grants-1992_06
特許番号
US05124341

関連ノート

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