Iodine → HCID 20280791, compound

HRID 1248065Notes

Reaction equation

HRID 1248065 reaction equation
[SH:1][CH2:2][CH:3]([CH2:24][SH:25])[C:4]([N:6]([CH:11]1[C:19]2[C:14](=[CH:15][C:16]([O:22][CH3:23])=[C:17]([O:20][CH3:21])[CH:18]=2)[CH2:13][CH2:12]1)[CH2:7][C:8]([OH:10])=[O:9])=[O:5].II.O>C(O)C>[CH3:23][O:22][C:16]1[CH:15]=[C:14]2[C:19](=[CH:18][C:17]=1[O:20][CH3:21])[CH:11]([N:6]([C:4]([CH:3]1[CH2:24][S:25][S:1][CH2:2]1)=[O:5])[CH2:7][C:8]([OH:10])=[O:9])[CH2:12][CH2:13]2

Participants

5

Reactant 3

HCID 807Iodine2×HCID 962WaterHCID 20280789HCID 20280789, compound

Product 1

HCID 20280791HCID 20280791, compoundYield 30.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

N-(3-Mercapto-2-mercaptomethylpropionyl)-N-(5,6-dimethoxy-1-indanyl)glycine (1 g) is dissolved in 20 ml of ethanol, and a 5% iodine solution in ethanol is added dropwise with ice cooling and stirring. When the color of iodine does not fade any more, the dropping is discontinued, the reaction mixture is poured into 100 ml of water and extracted with ethyl acetate, the extract is dried, and the solvent is then distilled off under reduced pressure. The residue is dissolved in ether, the insoluble substance is filtered off with a small amount of activated carbon, and ether is distilled off at room temperature under reduced pressure, to give 0.3 g of N-(5,6-dimethoxy-1-indanyl)-N-(1,2-dithiolane-4-carbonyl)glycine as a pale yellow viscous oil.

Workup

  1. extractionextracted with ethyl acetate
  2. customthe extract is dried
  3. distillationthe solvent is then distilled off under reduced pressure
  4. dissolutionThe residue is dissolved in ether
  5. filtrationthe insoluble substance is filtered off with a small amount of activated carbon, and ether
  6. distillationis distilled off at room temperature under reduced pressure

Sources & evidence

ORD record
ord-0e12fbad63504d90acefca395ec5ceb2
Source dataset
uspto-grants-1985_06
Patent number
US04521607

Reaction notes

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