Sulfuryl chloride → 1H-Isoindole-1,3(2H)-dione, 2-(4-chloro-2-fluoro-5-(1-methylethoxy)phenyl)-4,5,6,7-tetrahydro-

HRID 1284607ノート

反応式

HRID 1284607 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH:9]([CH3:11])[CH3:10])=[CH:4][C:3]=1[N:12]1[C:16](=[O:17])[C:15]2[CH2:18][CH2:19][CH2:20][CH2:21][C:14]=2[C:13]1=[O:22].S(Cl)([Cl:26])(=O)=O>ClC(Cl)=C(Cl)Cl.C1(NC2CCCCC2)CCCCC1>[Cl:26][C:6]1[C:5]([O:8][CH:9]([CH3:11])[CH3:10])=[CH:4][C:3]([N:12]2[C:13](=[O:22])[C:14]3[CH2:21][CH2:20][CH2:19][CH2:18][C:15]=3[C:16]2=[O:17])=[C:2]([F:1])[CH:7]=1

参加物

5

反応物 2

HCID 24648Sulfuryl chlorideHCID 13556385N-(2-Fluoro-5-isopropoxyphenyl)-3,4,5,6-tetrahydrophthalimide

生成物 1

HCID 1586501H-Isoindole-1,3(2H)-dione, 2-(4-chloro-2-fluoro-5-(1-methylethoxy)phenyl)-4,5,6,7-tetrahydro-収率 83.1%

試薬・触媒・溶媒 2

HCID 7582Dicyclohexylamine触媒HCID 31373Tetrachloroethylene溶媒2 回

実験手順

N-(2-Fluoro-5-isopropoxyphenyl)-3,4,5,6-tetrahydrophthalimide (II: R=isopropyl) (2 g) and dicyclohexylamine (0.01 g) were dissolved in tetrachloroethylene (20 ml), and a solution of sulfuryl chloride (1 g) in tetrachloroethylene (5 ml) was added dropwise thereto at 80° C. in 2 hours. After completion of the addition, the resultant mixture was stirred at the same temperature as above for 2 hours, followed by extraction with ethyl acetate. The extract was concentrated, and the precipitated crystals were collected by filtration to give 1.85 g of N-(4-chloro-2-fluoro-5-isopropoxyphenyl)-3,4,5,6-tetrahydrophthalimide (I: R=isopropyl). M.P., 81°-82° C.

後処理

  1. additionAfter completion of the addition
  2. extractionfollowed by extraction with ethyl acetate
  3. concentrationThe extract was concentrated
  4. filtrationthe precipitated crystals were collected by filtration

出典と根拠

ORDレコード
ord-10e83b837b484900854eb67bb2d5f68a
出典データセット
uspto-grants-1986_01
特許番号
US04563535

反応ノート

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