Diethyl Ether → 1,4-Dichloroisoquinoline-7-sulfonyl chloride

HRID 1067243

反応式

HRID 1067243 の反応式
P(Cl)(Cl)([Cl:3])=O.[Cl:6][C:7]1[C:16]2[C:11](=[CH:12][C:13]([S:17]([Cl:20])(=[O:19])=[O:18])=[CH:14][CH:15]=2)[C:10](=O)[NH:9][CH:8]=1.CCOCC>CC#N>[Cl:20][S:17]([C:13]1[CH:12]=[C:11]2[C:16]([C:7]([Cl:6])=[CH:8][N:9]=[C:10]2[Cl:3])=[CH:15][CH:14]=1)(=[O:19])=[O:18]

参加物

5

反応物 3

HCID 3283Diethyl EtherHCID 24813Phosphorus oxychlorideHCID 166583514-Chloro-1-oxo-1,2-dihydroisoquinoline-7-sulfonyl chloride

生成物 1

HCID 166582941,4-Dichloroisoquinoline-7-sulfonyl chloride収率 84.2%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

Phosphorus oxychloride (POCl3) (9.65 mL, 103.5 mmol) was added to a stirred suspension of 4-chloro-7-chlorosulphonyl-1-(2H)-isoquinolone (22.1 g, 79.6 mmol) in MeCN (500 mL) at room temperature and the mixture was then heated at reflux for 15 h. On cooling, the MeCN solution was decanted from the insoluble sludge and evaporated in vacuo. The residue was extracted with hot EtOAc and evaporated to leave a solid which was stirred with Et2O (1.2 L) at room temperature overnight. The ethereal solution was decanted from the insoluble material and evaporated in vacuo to give 7-chlorosulphonyl-1,4-dichloroisoquinoline (20 g, 67 mmol) as a pale yellow solid.

後処理

  1. temperaturethe mixture was then heated
  2. temperatureat reflux for 15 h
  3. temperatureOn cooling
  4. customthe MeCN solution was decanted from the insoluble sludge
  5. customevaporated in vacuo
  6. extractionThe residue was extracted with hot EtOAc
  7. customevaporated
  8. customto leave a solid which
  9. customThe ethereal solution was decanted from the insoluble material
  10. customevaporated in vacuo

出典と根拠

ORDレコード
ord-c24f4ee4e02941e2b8badf179b698531
出典データセット
uspto-grants-2001_06
特許番号
US06248738B1

関連ノート

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