HCID 18918306、化合物 → P-Toluenesulfonamide

HRID 1290473ノート

反応式

HRID 1290473 の反応式
C(C1C=CC(C[NH:11][S:12]([C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=2)(=[O:14])=[O:13])=CC=1)(=O)C>C(OCC)(=O)C>[CH3:21][C:18]1[CH:17]=[CH:16][C:15]([S:12]([NH2:11])(=[O:14])=[O:13])=[CH:20][CH:19]=1

参加物

3

反応物 1

HCID 18918306HCID 18918306、化合物

生成物 1

HCID 6269P-Toluenesulfonamide

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of the product of step i) (1.0 g) and cupric bromide (1.47 g) in ethyl acetate (3.0 ml) was heated at reflux temperature for 16 hours. Additional cupric bromide (1.0 g) was added and heating continued for a further 8 hours. The mixture was filtered and the filtrate concentrated to dryness in vacuo. This residue was purified by flash chromatography on silica, eluting with hexane/ethyl acetate (2:1 v/v). Evaporation of the fractions gave N-(14-bromoacetylphenyl]methyl)-4-methylphenylsulphonamide, 1.13 g, as a white solid: m.p. 116°-117° C., NMR (CDl3) δ 7.9(2H,d), 7.75(2H,d), 7.34(4H,m), 4.77(1H,t), 4.40(2H,s), 4.22(2H,d), 2.44(3H,s): m/e 382/384 (M+H)+, 1 Br pattern.

後処理

  1. temperaturewas heated
  2. temperatureat reflux temperature for 16 hours
  3. temperatureheating
  4. filtrationThe mixture was filtered
  5. concentrationthe filtrate concentrated to dryness in vacuo
  6. customThis residue was purified by flash chromatography on silica
  7. washeluting with hexane/ethyl acetate (2:1 v/v)
  8. customEvaporation of the fractions

出典と根拠

ORDレコード
ord-ca186b1ddb5f4917b6e742dd36d80bb1
出典データセット
uspto-grants-1998_05
特許番号
US05750754

反応ノート

読み込み中…