Chlorosulfonic acid → HCID 90419007、化合物

HRID 2202372ノート

反応式

HRID 2202372 の反応式
[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

参加物

3

反応物 2

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

生成物 1

HCID 90419007HCID 90419007、化合物

実験手順

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)+

後処理

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

出典と根拠

ORDレコード
ord-de1ca1b85c264ecd841fe4a6cada572c
出典データセット
uspto-grants-2016_06
特許番号
US09365545B2

反応ノート

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