2-(3-Cyano-5 fluoro-benzenesulfonyl)-3-ethoxy-acrylic acid methyl ester → 2-(4-Chloro-benzenesulfonyl)-3-ethoxy-acrylic acid methyl ester

HRID 561042Notes

Reaction equation

HRID 561042 reaction equation
[CH3:1][O:2][C:3](=[O:19])[C:4]([S:9]([C:12]1[CH:17]=[CH:16][CH:15]=[C:14](Cl)[CH:13]=1)(=[O:11])=[O:10])=[CH:5][O:6][CH2:7][CH3:8].COC(=O)C(S(C1C=CC(F)=C([Cl:38])C=1)(=O)=O)=COCC.COC(=O)C(S(C1C=C(Cl)C=C(Cl)C=1)(=O)=O)=COCC.COC(=O)C(S(C1C=CC(F)=CC=1)(=O)=O)=COCC.COC(=O)C(S(C1C=C(F)C=C(C#N)C=1)(=O)=O)=COCC>>[CH3:1][O:2][C:3](=[O:19])[C:4]([S:9]([C:12]1[CH:17]=[CH:16][C:15]([Cl:38])=[CH:14][CH:13]=1)(=[O:11])=[O:10])=[CH:5][O:6][CH2:7][CH3:8]

Participants

6

Reactant 5

HCID 669996442-(3-Cyano-5 fluoro-benzenesulfonyl)-3-ethoxy-acrylic acid methyl esterHCID 670002172-(4-Fluoro-benzenesulfonyl)-3-ethoxy-acrylic acid methyl esterHCID 670003202-(3,5-Dichloro-benzenesulfonyl)-3-ethoxy-acrylic acid methyl esterHCID 670003642-(3-Chloro-4-fluoro-benzenesulfonyl)-3-ethoxy-acrylic acid methyl esterHCID 670004262-(3-Chloro-benzenesulfonyl)-3-ethoxy-acrylic acid methyl ester

Product 1

HCID 670001572-(4-Chloro-benzenesulfonyl)-3-ethoxy-acrylic acid methyl ester

Procedure

Applying the above procedure the following compounds were prepared: e.g. 2-(3-chloro-benzenesulfonyl)-3-ethoxy-acrylic acid methyl ester (MS (EI) M+=305.1); 2-(3-chloro-4-fluoro-benzenesulfonyl)-3-ethoxy-acrylic acid methyl ester (MS (EI) M+=323.1); 2-(3,5-dichloro-benzenesulfonyl)-3-ethoxy-acrylic acid methyl ester (MS (EI) M+=340.1); 2-(4-fluoro-benzenesulfonyl)-3-ethoxy-acrylic acid methyl ester (MS (EI) M+=289.1); 2-(3-cyano-5 fluoro-benzenesulfonyl)-3-ethoxy-acrylic acid methyl ester (MS (EI) M+=314.2).

Workup

  1. customwere prepared

Sources & evidence

ORD record
ord-63204b58cfc940d1bba83c45962f5e3d
Source dataset
uspto-grants-2011_11
Patent number
US08063220B2

Reaction notes

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