[4-(Methylsulfanyl)phenyl]methanol → HCID 67139962, compound

HRID 1591979Notes

Reaction equation

HRID 1591979 reaction equation
[CH3:1][O:2][C:3]1[CH:27]=[C:26]([O:28][CH3:29])[CH:25]=[CH:24][C:4]=1[CH2:5][N:6]1[S:10](=[O:12])(=[O:11])[N:9]([CH2:13][C:14]2[CH:22]=[CH:21][C:17]([C:18](Cl)=[O:19])=[CH:16][CH:15]=2)[CH2:8][C:7]1=[O:23].[CH3:30][S:31][C:32]1[CH:39]=[CH:38][C:35]([CH2:36][OH:37])=[CH:34][CH:33]=1>C(Cl)Cl>[CH3:30][S:31][C:32]1[CH:39]=[CH:38][C:35]([CH2:36][O:37][C:18](=[O:19])[C:17]2[CH:21]=[CH:22][C:14]([CH2:13][N:9]3[CH2:8][C:7](=[O:23])[N:6]([CH2:5][C:4]4[CH:24]=[CH:25][C:26]([O:28][CH3:29])=[CH:27][C:3]=4[O:2][CH3:1])[S:10]3(=[O:12])=[O:11])=[CH:15][CH:16]=2)=[CH:34][CH:33]=1

Participants

4

Reactant 2

HCID 592968[4-(Methylsulfanyl)phenyl]methanolHCID 865910374-[5-(2,4-Dimethoxy-benzyl)-1,1,4-trioxo-1,2,5-thiadiazolidin-2-ylmethyl]-benzoyl chloride

Product 1

HCID 67139962HCID 67139962, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

400 mg (911 μmol) of the title B compound, 4-[5-(2,4-dimethoxy-benzyl)-1,1,4-trioxo-1,2,5-thiadiazolidin-2-ylmethyl]-benzoyl chloride, 140 μL (1.0 mmol) of TEA and 141 mg (914 μmol) of 4-(methylthio)benzyl alcohol in 10 mL of CH2Cl2 are stirred at RT for 18 h. The solvent is removed under reduced pressure and the residue is chromatographed on a Biotage 40M column with 98/2 —CH2Cl2/EtOAc to give 4-[5-(2,4-dimethoxy-benzyl)-1,1,4-trioxo-1,2,5-thiadiazolidin-2-ylmethyl]-benzoic acid 4-methylsulfanyl-benzyl ester: [M+NH4]+=574.

Workup

  1. customThe solvent is removed under reduced pressure
  2. customthe residue is chromatographed on a Biotage 40M column with 98/2 —CH2Cl2/EtOAc

Sources & evidence

ORD record
ord-8336d19aa0cf46e3bbe391fe1586d83e
Source dataset
uspto-grants-2007_11
Patent number
US07291635B2

Reaction notes

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