Dimethylformamide → Dimethyl 2,2'-dithiobisbenzoate

HRID 600168

反応式

HRID 600168 の反応式
C(O)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8][S:9][C:10]1[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=1[C:12]([OH:14])=[O:13].CN(C)[CH:23]=[O:24].[CH2:26](N(CC)CC)C.[C:33]([O-:36])([O-])=O.[K+].[K+]>O=S(Cl)Cl.C(Cl)(Cl)Cl.O.CO>[CH3:33][O:36][C:23](=[O:24])[C:4]1[CH:5]=[CH:6][CH:7]=[CH:2][C:3]=1[S:8][S:9][C:10]1[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=1[C:12]([O:14][CH3:26])=[O:13]

参加物

9

反応物 4

HCID 6228DimethylformamideHCID 8409Dithiodibenzoic acidHCID 8471TriethylamineHCID 11430Potassium Carbonate

生成物 1

HCID 79574Dimethyl 2,2'-dithiobisbenzoate収率 50%

試薬・触媒・溶媒 4

HCID 887Methanol溶媒HCID 962Water溶媒HCID 6212Chloroform溶媒HCID 24386Thionyl Chloride溶媒

実験手順

25 g (81.6 mmol) of dithiodibenzoic acid is refluxed in 60 ml of SOCl2 and 1.5 ml of dimethylformamide (DMF) for 3 hrs. Then the excess of SOCl2 is distilled off, and the residue is dissolved in CHCl3 and added dropwise to a solution of methanol (50 ml) and triethylamine (0.204 mol) in CHCl3 (300 l). After standing over night the reaction mixture is shaked with water and saturated K2CO3 solution. After drying the organic layer the solvent is evaporated and methanol is added to the residue (oil). 13.6 g (50%) of solid product is obtained.

後処理

  1. distillationThen the excess of SOCl2 is distilled off
  2. dissolutionthe residue is dissolved in CHCl3
  3. waitAfter standing over night
  4. customAfter drying the organic layer the solvent
  5. customis evaporated
  6. additionmethanol is added to the residue (oil)

出典と根拠

ORDレコード
ord-cad53b8c9b884337997cc19785bc4fe7
出典データセット
uspto-grants-2011_03
特許番号
US07901867B2

関連ノート

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