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(1,1-Dimethylethyl)urea → Methyl 2-[(1,1-dimethylethyl)amino]5-(2-chlorophenyl)-4-oxazolecarboxylate

HRID 359296
ノート
印刷プレビュー

反応式

HRID 359296 の反応式
Cl[CH:2]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[Cl:15])[C:3](=O)[C:4]([O:6][CH3:7])=[O:5].[C:16]([NH:20][C:21]([NH2:23])=[O:22])([CH3:19])([CH3:18])[CH3:17]>C(Cl)Cl>[CH3:17][C:16]([NH:20][C:21]1[O:22][C:2]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[Cl:15])=[C:3]([C:4]([O:6][CH3:7])=[O:5])[N:23]=1)([CH3:19])[CH3:18]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 14233(1,1-Dimethylethyl)ureaHCID 200647683-Chloro-3-(2-chloro-phenyl)-2-oxo-propionic acid methyl ester

生成物 1

HCID 20064756Methyl 2-[(1,1-dimethylethyl)amino]5-(2-chlorophenyl)-4-oxazolecarboxylate収率 37.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

By the procedure of Example 50, 12.35 g (50 mmol) of methyl 3-chloro-3-(o-chlorophenyl)pyruvate was reacted with 5.8 g (50 mmol) of tert-butyl urea at 105°-115° C. for 8 hours. The reaction mixture was cooled to ambient temperature and then diluted with methylene chloride, washed with water, dried over magnesium sulfate, and concentrated under reduced pressure to yield a yellow oil. This oil was purified by flash chromatography techniques on silic gel using 10% ethyl acetate in hexane as eluent. There was obtained 5.77 g of an orange viscous oil product identified in Table I.

後処理

  1. washwashed with water
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customto yield a yellow oil
  5. customThis oil was purified by flash chromatography techniques on silic gel

出典と根拠

ORDレコード
ord-95045da47a514adeb2c26dc6c88747c5
出典データセット
uspto-grants-1991_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05000775

反応ノート

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