Dimethylamine → N,N-dimethyl-2,4-dimethyl-3-(trifluoromethanesulfonamido)benzenesulfonamide

HRID 35499ノート

反応式

HRID 35499 の反応式
[CH3:1][C:2]1[C:7]([NH:8][S:9]([C:12]([F:15])([F:14])[F:13])(=[O:11])=[O:10])=[C:6]([CH3:16])[CH:5]=[CH:4][C:3]=1[S:17](Cl)(=[O:19])=[O:18].[CH3:21][NH:22][CH3:23]>O1CCCC1>[CH3:21][N:22]([CH3:23])[S:17]([C:3]1[CH:4]=[CH:5][C:6]([CH3:16])=[C:7]([NH:8][S:9]([C:12]([F:15])([F:14])[F:13])(=[O:11])=[O:10])[C:2]=1[CH3:1])(=[O:19])=[O:18]

参加物

4

反応物 2

HCID 674DimethylamineHCID 135378902,4-Dimethyl-3-(trifluoromethanesulfonamido)benzenesulfonyl chloride

生成物 1

HCID 13300593N,N-dimethyl-2,4-dimethyl-3-(trifluoromethanesulfonamido)benzenesulfonamide収率 69.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

2,4-Dimethyl-3-(trifluoromethanesulfonamido)benzenesulfonyl chloride (1.4 g) was added to tetrahydrofuran (20 ml) containing dimethylamine (0.6 g), and the resultant mixture was allowed to stand overnight at room temperature. The reaction mixture was concentrated, admixed with 5% hydrochloric acid and extracted with chloroform. The extract was washed with 5% hydrochloric acid and water in order, dried over anhydrous magnesium sulfate and concentrated to give an oily substance, which was purified by column chromatography with silica gel (150 ml) to give 1.0 g of N,N-dimethyl-2,4-dimethyl-3-(trifluoromethanesulfonamido)benzenesulfonamide (Compound No. 62) M.P., 70.5°-72° C.

後処理

  1. concentrationThe reaction mixture was concentrated
  2. extractionextracted with chloroform
  3. washThe extract was washed with 5% hydrochloric acid and water in order
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated
  6. customto give an oily substance, which
  7. customwas purified by column chromatography with silica gel (150 ml)

出典と根拠

ORDレコード
ord-e3173e68cf8b4fb9acc3f8184e38fddf
出典データセット
uspto-grants-1988_08
特許番号
US04767446

反応ノート

読み込み中…