Hydrochloric Acid → HCID 66593526, compound

HRID 1092461Notes

Reaction equation

HRID 1092461 reaction equation
[CH3:1][C:2]1[CH2:6][CH:5]=[C:4]([CH3:7])[C:3]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[NH2:14].N1C=CC=CC=1.[CH3:21][S:22](Cl)(=[O:24])=[O:23].Cl>>[CH3:7][C:4]1[CH2:5][CH:6]=[C:2]([CH3:1])[C:3]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[NH:14][S:22]([CH3:21])(=[O:24])=[O:23]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 665938692-(2,5-Dimethylcyclopenta-1,4-dien-1-yl)aniline

Product 1

HCID 66593526HCID 66593526, compoundYield 68%

Procedure

2-(2,5-dimethylcyclopenta-1,4-dienyl)phenylamine (0.500 g, 2.699 mmol) was melted in 5 mL of M.C, and then 0.235 g (2.969 mmol) of pyridine and 0.340 g (2.969 mmol) of methanesulfonyl chloride were added thereto. The reactants were reacted at room temperature for 7 hours. Then, 4 mL of 2 N HCl and 10 mL of M.C were added to the reaction product. The organic layer was collected and dried over MgSO4 to remove water contained therein. The solvent contained in the resultant organic layer was removed using a rotary vacuum evaporator. The product was filtered using 10 mL of diethyl ether, thereby obtaining white solid (0.482 g, 68%).

Workup

  1. customThe reactants were reacted at room temperature for 7 hours
  2. customThe organic layer was collected
  3. dry with materialdried over MgSO4
  4. customto remove water
  5. customwas removed
  6. customa rotary vacuum evaporator
  7. filtrationThe product was filtered

Sources & evidence

ORD record
ord-9017761bf73f4482a11c078ff4d5b25c
Source dataset
uspto-grants-2012_03
Patent number
US08129488B2

Reaction notes

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