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Methanesulfonyl chloride → 3-Chloro-4-(chloromethyl)-5-(4-methoxyphenyl)-1,2-thiazole

HRID 2177271
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HRID 2177271 반응식
[Cl:1][C:2]1[C:6]([CH2:7]O)=[C:5]([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=2)[S:4][N:3]=1.CS([Cl:21])(=O)=O>C(Cl)Cl>[Cl:1][C:2]1[C:6]([CH2:7][Cl:21])=[C:5]([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=2)[S:4][N:3]=1
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참가 물질

4

반응물 2

HCID 31297Methanesulfonyl chlorideHCID 90418060[3-Chloro-5-(4-methoxyphenyl)-1,2-thiazol-4-yl]methanol

생성물 1

HCID 904183203-Chloro-4-(chloromethyl)-5-(4-methoxyphenyl)-1,2-thiazole

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
0 °C

실험 절차

Into a 100-mL round-bottom flask, was placed [3-chloro-5-(4-methoxyphenyl)-1,2-thiazol-4-yl]methanol (223 mg, 0.87 mmol, 1.00 equiv), dichloromethane (20 mL), TEA (261 mg, 2.58 mmol, 2.96 equiv). This was followed by the addition of MsCl (200 mg) dropwise with stirring at 0° C. The resulting solution was stirred for 2 h at room temperature. The resulting solution was diluted with 40 mL of DCM. The resulting mixture was washed with 3×10 mL of water. The mixture was dried over anhydrous sodium sulfate and concentrated under vacuum. This resulted in 430 mg (crude) of 3-chloro-4-(chloromethyl)-5-(4-methoxyphenyl)-1,2-thiazole as yellow oil.

후처리

  1. customInto a 100-mL round-bottom flask, was placed
  2. stirringThe resulting solution was stirred for 2 h at room temperature
  3. washThe resulting mixture was washed with 3×10 mL of water
  4. dry with materialThe mixture was dried over anhydrous sodium sulfate
  5. concentrationconcentrated under vacuum
  6. customThis resulted in 430 mg (crude) of 3-chloro-4-(chloromethyl)-5-(4-methoxyphenyl)-1,2-thiazole as yellow oil

출처 및 근거

ORD 기록
ord-254f3024b4774307a24347037bc0d96a
출처 데이터셋
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09067898B1

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