Ethyl thiooxamate → Ethyl 4-(3-chloro-4-fluorophenyl)-1,3-thiazole-2-carboxylate

HRID 2038360ノート

反応式

HRID 2038360 の反応式
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([F:11])=[C:7]([Cl:12])[CH:6]=1)=O.[NH2:13][C:14](=[S:20])[C:15]([O:17][CH2:18][CH3:19])=[O:16]>C(O)C>[Cl:12][C:7]1[CH:6]=[C:5]([C:3]2[N:13]=[C:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[S:20][CH:2]=2)[CH:10]=[CH:9][C:8]=1[F:11]

参加物

4

反応物 2

HCID 2733398Ethyl thiooxamateHCID 27827852-Bromo-3'-chloro-4'-fluoroacetophenone

生成物 1

HCID 61385370Ethyl 4-(3-chloro-4-fluorophenyl)-1,3-thiazole-2-carboxylate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

1.35 g of the compound from Example 1A having a purity of 68% (5.37 mmol) are heated under reflux in 25 ml of ethanol, a solution of 0.72 g (5.37 mmol) of ethyl amino(thioxo)acetate and 10 ml of ethanol is added dropwise and the mixture is heated under reflux for 18 hours. The reaction mixture is concentrated and the residue is purified by flash chromatography (mobile phase: cyclohexane/ethyl acetate 10:1), and 1.94 g of the title compound having a purity of 57% (100% of theory) are obtained.

後処理

  1. temperatureare heated
  2. temperaturethe mixture is heated
  3. temperatureunder reflux for 18 hours
  4. concentrationThe reaction mixture is concentrated
  5. customthe residue is purified by flash chromatography (mobile phase: cyclohexane/ethyl acetate 10:1), and 1.94 g of the title compound
  6. customare obtained

出典と根拠

ORDレコード
ord-7dbe9f8e65c546799279de297ac7ce8d
出典データセット
uspto-grants-2013_11
特許番号
US08575357B2

反応ノート

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