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

HRID 553439

반응식

HRID 553439 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c0d4b3c6dc804cd2be2fa6f6e6652068
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08048862B2

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