Triethylamine → HCID 19892236, 화합물

HRID 893314

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HRID 893314 반응식
[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]

참가 물질

4

반응물 3

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

생성물 1

HCID 19892236HCID 19892236, 화합물수율 45.1%

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온도
80 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ab1524075eee422fb0525349ba4269b8
출처 데이터셋
uspto-grants-1992_06
특허 번호
US05124341

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