Ethyl thiooxamate → Ethyl 4,5-bis(4-methoxyphenyl)thiazole-2-carboxylate

HRID 1587399ノート

反応式

HRID 1587399 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=O)[CH:10]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)Cl)=[CH:5][CH:4]=1.[NH2:21][C:22](=[S:28])[C:23]([O:25][CH2:26][CH3:27])=[O:24]>C(O)C>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:21]=[C:22]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[S:28][C:10]=2[C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)=[CH:5][CH:4]=1

参加物

4

反応物 2

HCID 2733398Ethyl thiooxamateHCID 38625232-Chloro-1,2-bis(4-methoxyphenyl)ethan-1-one

生成物 1

HCID 10429180Ethyl 4,5-bis(4-methoxyphenyl)thiazole-2-carboxylate収率 96%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 1,2-bis(4-methoxyphenyl)-2-chloroethanone (5.00 g) and ethyl 2-amino-2-thioxoacetate (3.44 g) in ethanol (30 ml) was refluxed for 4 hours. After allowing to cool to ambient temperature, the reaction mixture was filtered and washed with ethanol, and the filtrate was evaporated in vacuo. The residue was subjected to column chromatography on silica gel (300 g) and eluted with a mixture of hexane and ethyl acetate (8:1, V/V). The fractions containing the object compound were combined and concentrated under reduced pressure, and to give a oily compound of 4,5-bis(4-methoxyphenyl)-2-ethoxycarbonylthiazole (6.10 g).

後処理

  1. temperaturewas refluxed for 4 hours
  2. filtrationthe reaction mixture was filtered
  3. washwashed with ethanol
  4. customthe filtrate was evaporated in vacuo
  5. washeluted with a mixture of hexane and ethyl acetate (8:1, V/V)
  6. additionThe fractions containing the object compound
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-7bf0920aec9b4d2dae712580e8258fc6
出典データセット
uspto-grants-1993_06
特許番号
US05217971

反応ノート

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