Chlorosulfonic acid → HCID 90419007, 화합물

HRID 514836노트

반응식

HRID 514836 반응식
[Cl:1][C:2]1[CH:12]=[CH:11][C:5]2[N:6]=[C:7]([NH:9][CH3:10])[S:8][C:4]=2[CH:3]=1.[Cl:13][S:14](O)(=[O:16])=[O:15]>>[Cl:1][C:2]1[CH:3]=[C:4]2[S:8][C:7]([NH:9][CH3:10])=[N:6][C:5]2=[C:11]([S:14]([Cl:13])(=[O:16])=[O:15])[CH:12]=1

참가 물질

3

반응물 2

HCID 24638Chlorosulfonic acidHCID 107743586-Chloro-N-methyl-1,3-benzothiazol-2-amine

생성물 1

HCID 90419007HCID 90419007, 화합물

실험 절차

A solution of 6-chloro-N-methylbenzo[d]thiazol-2-amine (500 mg, 2.53 mmol) in chlorosulfonic acid (5 mL) was stirred at 130° C. overnight. The solution was allowed to cool and slowly added to a large excess of ice. The aqueous layer was extracted with EtOAc (3×50 mL). The combined organic layers were washed with brine, dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by chorography (silica gel) eluting with PE/EA=1:1 to get the title compound. 1H NMR (CHLOROFORM-d) δ: 7.95 (d, J=1.9 Hz, 1H), 7.89 (d, J=2.1 Hz, 1H), 6.70 (br. s., 1H), 3.16 (d, J=4.3 Hz, 3H). LC-MS: m/z 297 (M+H)+

후처리

  1. temperatureto cool
  2. additionslowly added to a large excess of ice
  3. extractionThe aqueous layer was extracted with EtOAc (3×50 mL)
  4. washThe combined organic layers were washed with brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by chorography (silica gel)
  8. washeluting with PE/EA=1:1

출처 및 근거

ORD 기록
ord-6dda2be8c55e4ec8b146747b4cb9e337
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09108921B2

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