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Methanethiol → 4-Chloro-3-(methylsulphenyl)-2-(methylsulphonyl)benzoic acid

HRID 341733
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HRID 341733 반응식
O.[OH-].[Li+].[CH3:4][SH:5].[Cl:6][C:7]1[CH:15]=[CH:14][C:10]([C:11]([OH:13])=[O:12])=[C:9]([S:16]([CH3:19])(=[O:18])=[O:17])[C:8]=1F.O>CN(C)C=O>[Cl:6][C:7]1[CH:15]=[CH:14][C:10]([C:11]([OH:13])=[O:12])=[C:9]([S:16]([CH3:19])(=[O:18])=[O:17])[C:8]=1[S:5][CH3:4]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 878MethanethiolHCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 544424304-Chloro-3-fluoro-2-methylsulphonylbenzoic acid

생성물 1

HCID 536334514-Chloro-3-(methylsulphenyl)-2-(methylsulphonyl)benzoic acid수율 55%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

실험 절차

Lithium hydroxide monohydrate (1.26 g) was added to a solution of methyl mercaptan (0.72 g) in dimethyl formamide. To this mixture was added 4-chloro-3-fluoro-2-(methylsulphonyl)benzoic acid (3.7 g). The mixture was stirred for 2 hours then poured into water and acidified to pH1. It was extracted with ether, washed with water, dried (Na2SO4) and filtered. The filtrate was evaporated to dryness and the residue was triturated with n-hexane and filtered to give 4-chloro-3-(methylsulphenyl)-2-(methylsulphonyl)benzoic acid (2.26 g) as a white solid, NMR (CDCl3) 2.5(s,3H), 3.45(s,3H), 7.5(d,1H), 7.7(d,1H).

후처리

  1. extractionIt was extracted with ether
  2. washwashed with water
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. customThe filtrate was evaporated to dryness
  6. customthe residue was triturated with n-hexane
  7. filtrationfiltered

출처 및 근거

ORD 기록
ord-4eb30192f8e248068641c6975323a920
출처 데이터셋
uspto-grants-1999_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05856274

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