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Urea → HCID 22013878、化合物

HRID 1532737
ノート
印刷プレビュー

反応式

HRID 1532737 の反応式
S(Cl)(Cl)=O.[CH3:5][O:6][C:7]([CH:9]([CH2:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH2:22][C:23]2[N:24]=[C:25]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[O:26][C:27]=2[CH2:28]C)=[CH:16][CH:15]=1)[C:10]([OH:12])=O)=[O:8].[NH2:36][C:37]([NH2:39])=[O:38].C(Cl)(Cl)Cl>O>[CH3:5][O:6][C:7]([CH:9]([CH2:13][C:14]1[CH:15]=[CH:16][C:17]([O:20][CH2:21][CH2:22][C:23]2[N:24]=[C:25]([C:30]3[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=3)[O:26][C:27]=2[CH3:28])=[CH:18][CH:19]=1)[C:10]([NH:36][C:37]([NH2:39])=[O:38])=[O:12])=[O:8]
参加物反応条件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 1176UreaHCID 6212ChloroformHCID 24386Thionyl Chloride2 回HCID 22013899HCID 22013899、化合物

生成物 1

HCID 22013878HCID 22013878、化合物収率 82.2%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
60 °C

実験手順

Thionyl chloride (4.0 ml) was added to 2-methoxycarbonyl-3-[4-(2-(5-ethyl-2-phenyl-4-oxazolyl)ethoxy]phenyl]propionic acid (4.10 g, 10.0 mmol) obtained in Example 1 and the mixture was stirred with heating at 60° C. for 1 hr. Excess thionyl chloride was evaporated under reduced pressure and urea (900 mg, 15.0 mmol) was added to the residue obtained, which was followed by stirring with heating at 100° C. for 45 min. Chloroform (100 ml) and water (50 ml) were added for partition. The organic layer was washed with saturated brine (50 ml), dried over magnesium sulfate and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (developing solvent; n-hexane:ethyl acetate=1:1) to give the title compound (3.71 g, yield 82%) as a white solid.

後処理

  1. additionwas added to the residue
  2. customobtained
  3. stirringby stirring
  4. temperaturewith heating at 100° C. for 45 min
  5. customfor partition
  6. washThe organic layer was washed with saturated brine (50 ml)
  7. dry with materialdried over magnesium sulfate
  8. concentrationconcentrated under reduced pressure
  9. customThe obtained residue was purified by silica gel column chromatography (developing solvent; n-hexane:ethyl acetate=1:1)

出典と根拠

ORDレコード
ord-3b704ba3fb684b4fb4f84a855aee406a
出典データセット
uspto-grants-2001_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06204277B1

反応ノート

読み込み中…

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