Dimethylformamide → Dimethyl 2,2'-dithiobisbenzoate

HRID 600168

반응식

HRID 600168 반응식
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]

참가 물질

9

반응물 4

HCID 6228DimethylformamideHCID 8409Dithiodibenzoic acidHCID 8471TriethylamineHCID 11430Potassium Carbonate

생성물 1

HCID 79574Dimethyl 2,2'-dithiobisbenzoate수율 50%

시약·촉매·용매 4

HCID 887Methanol용매HCID 962Water용매HCID 6212Chloroform용매HCID 24386Thionyl Chloride용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-cad53b8c9b884337997cc19785bc4fe7
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07901867B2

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