Water → HCID 12032054, 화합물

HRID 1896221노트

반응식

HRID 1896221 반응식
[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

참가 물질

5

반응물 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 12680455HCID 12680455, 화합물

생성물 1

HCID 12032054HCID 12032054, 화합물수율 59.4%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-f3bab8755ec44f0a80b572469a4f090f
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08518957B2

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