Water → HCID 12032054、化合物

HRID 1896221ノート

反応式

HRID 1896221 の反応式
[OH-].[Na+].C([C:11]1[S:15][N:14]([C:16]2[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][CH:17]=2)[C:13](=[O:23])[CH:12]=1)(=O)C1C=CC=CC=1.O>C1C=CC=CC=1>[C:19]1([CH3:22])[CH:18]=[CH:17][C:16]([N:14]2[C:13](=[O:23])[CH:12]=[CH:11][S:15]2)=[CH:21][CH:20]=1

参加物

5

反応物 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 12680455HCID 12680455、化合物

生成物 1

HCID 12032054HCID 12032054、化合物収率 59.4%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

Aqueous sodium hydroxide (4 mL, 10%) was added to the solution of 5-benzoyl-2-p-tolylisothiazol-3-one 29 (203 mg, 0.678 mmol) in benzene (9 mL), and the mixture was stirred for 3 d at room temperature. The reaction mixture was added water (20 mL) and extracted with ethyl acetate. The combined organic layer was dried (MgSO4), filtered and evaporated. The residue was purified by flash silica gel column chromatography (hexane:ethyl acetate=2:1 to 1:1) and gave the compound 30 (77 mg, 59%). 1H-1-NMR (CDCl3, 300 MHz) δ 2.38 (s, 3H), 6.32 (d, J=6.6 Hz, 1H), 7.25 (d, J=8.1 Hz, 2H), 7.44 (d, J=8.1 Hz, 2H), 8.14 (d, J=6.6 Hz, 1H). HRMS: calculated for C10H10NOS (M+H)+192.0483. Found 192.0494.

後処理

  1. extractionextracted with ethyl acetate
  2. dry with materialThe combined organic layer was dried (MgSO4)
  3. filtrationfiltered
  4. customevaporated
  5. customThe residue was purified by flash silica gel column chromatography (hexane:ethyl acetate=2:1 to 1:1)

出典と根拠

ORDレコード
ord-f3bab8755ec44f0a80b572469a4f090f
出典データセット
uspto-grants-2013_08
特許番号
US08518957B2

反応ノート

読み込み中…