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Chlorosulfonic acid → 4-Chloro-5-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-2-methoxy-benzenesulfonyl chloride

HRID 1891382
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HRID 1891382 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[C:10]1[C:15]([C:16]#[N:17])=[CH:14][C:13]([C:18]([F:21])([F:20])[F:19])=[N:12][CH:11]=1.[Cl:22][S:23](O)(=[O:25])=[O:24]>C(Cl)(Cl)Cl>[Cl:1][C:2]1[C:3]([C:10]2[CH:11]=[N:12][C:13]([C:18]([F:21])([F:19])[F:20])=[CH:14][C:15]=2[C:16]#[N:17])=[CH:4][C:5]([S:23]([Cl:22])(=[O:25])=[O:24])=[C:6]([O:8][CH3:9])[CH:7]=1
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참가 물질

4

반응물 2

HCID 24638Chlorosulfonic acidHCID 684720965-(2-Chloro-4-methoxy-phenyl)-2-trifluoromethylisonicotinonitrile

생성물 1

HCID 866435054-Chloro-5-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-2-methoxy-benzenesulfonyl chloride

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

To 5-(2-chloro-4-methoxy-phenyl)-2-trifluoromethylisonicotinonitrile (0.7 g, 2.24 mmol) in chloroform (6 mL), was added to ClSO3H (0.62 mL). The solution was stirred at rt for 16 hrs. The solvent was removed and MeCN (3 mL) was added, followed by addition of POCl3 (3 mL). The mixture was heated at 60° C. for 16 hrs, then concentrated. The remainder was poured into ice water with stirring. The resulting solid was filtered, dried in vacuo over 2 days to yield 4-chloro-5-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-2-methoxy-benzenesulfonyl chloride (0.79 g) as a pale yellow solid. tR=2.92 min (method 1).

후처리

  1. customThe solvent was removed
  2. additionMeCN (3 mL) was added
  3. additionfollowed by addition of POCl3 (3 mL)
  4. temperatureThe mixture was heated at 60° C. for 16 hrs
  5. concentrationconcentrated
  6. additionThe remainder was poured into ice water
  7. stirringwith stirring
  8. filtrationThe resulting solid was filtered
  9. customdried in vacuo over 2 days

출처 및 근거

ORD 기록
ord-6cc08bc96af24daaac77dbe9cf38596d
출처 데이터셋
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08507536B2

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