Oxalyl chloride → 4-(Propan-2-yl)-1,3-thiazole-2-carbonyl chloride

HRID 553439ノート

反応式

HRID 553439 の反応式
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[CH:7]([C:10]1[N:11]=C(C(O)=O)[S:13][CH:14]=1)([CH3:9])[CH3:8]>C1(C)C=CC=CC=1>[CH:7]([C:10]1[N:11]=[C:1]([C:2]([Cl:4])=[O:3])[S:13][CH:14]=1)([CH3:9])[CH3:8]

参加物

4

反応物 2

HCID 65578Oxalyl chlorideHCID 224993072-Thiazolecarboxylic acid, 4-(1-methylethyl)-

生成物 1

HCID 575787964-(Propan-2-yl)-1,3-thiazole-2-carbonyl chloride

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

Oxalyl chloride (5.71 g, 45 mmol., 3.0 eq) was added dropwise, at ambient temperature, to a solution of 4-isopropyl-thiazole-2-carboxylic acid (3.85 g, 22.5 mmol., 1.5 eq) in toluene (40 mL). Stirring was continued at ambient temperature until the bubbling stopped. The reaction mixture was then heated under reflux for a further 1 hour. LCMS analysis of an aliquot quenched with methanol revealed full conversion of the acid to the acid chloride. The reaction mixture was left to cool to ambient temperature and the solvent removed under vacuum. The crude material was used directly in the next step without further purification.

後処理

  1. customwas continued at ambient temperature until the bubbling
  2. temperatureThe reaction mixture was then heated
  3. temperatureunder reflux for a further 1 hour
  4. customLCMS analysis of an aliquot quenched with methanol revealed full conversion of the acid to the acid chloride
  5. waitThe reaction mixture was left
  6. customthe solvent removed under vacuum
  7. customThe crude material was used directly in the next step without further purification

出典と根拠

ORDレコード
ord-c0d4b3c6dc804cd2be2fa6f6e6652068
出典データセット
uspto-grants-2011_11
特許番号
US08048862B2

反応ノート

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