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Water → Ethyl 2-amino-4-(trifluoromethyl)-1,3-oxazole-5-carboxylate

HRID 359265
ノート
印刷プレビュー

反応式

HRID 359265 の反応式
[NH2:1][C:2]([NH2:4])=[O:3].Cl[CH:6]([C:12]([C:14]([F:17])([F:16])[F:15])=O)[C:7]([O:9][CH2:10][CH3:11])=[O:8].O>CN(C)C=O>[NH2:1][C:2]1[O:3][C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[C:12]([C:14]([F:15])([F:17])[F:16])[N:4]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 962WaterHCID 1176UreaHCID 2737165Ethyl 2-chloro-4,4,4-trifluoro-3-oxobutanoate

生成物 1

HCID 21850563Ethyl 2-amino-4-(trifluoromethyl)-1,3-oxazole-5-carboxylate収率 65.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mechanically-stirred mixture of 53.2 g (0.885 mol) of urea and 38.6 g (0.177 mol) of ethyl α-chloro-γ,γ,γ-trifluoroacetoacetate was reacted in 50 ml dry dimethylformamide at 100°-110° C. for 71 hours. The reaction mixture was cooled to ambient temperature and the resulting orange slurry was poured into 500 ml of water and then cooled in an ice bath. Suction filtration of the mixture provided a mustard-colored solid material which when dried under an infrared lamp yielded 26.0 g of material. This solid material was slurried in hot chloroform, then cooled in an ice bath to yield 22.1 g of beige plate-like crystal material (m.p. 193-195° C.). A second crystal crop was obtained after concentration of the slurry residue, recrystallization in hot ether and filtration through glass wool. Total yield was 22.4 g of crystal product (m.p.=193°-195° C.) identified in Table 1.

後処理

  1. temperaturecooled in an ice bath
  2. filtrationSuction filtration of the mixture
  3. customprovided a mustard-colored solid material which when
  4. customdried under an infrared lamp

出典と根拠

ORDレコード
ord-8d845874642f4295b08539613f3e527e
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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