Hydrochloric Acid → HCID 59824347, compound

HRID 1845706Notes

Reaction equation

HRID 1845706 reaction equation
Cl.[CH:2]([N:4](C)[C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:16](=[O:17])[N:15]([C:18]3[CH:23]=[CH:22][C:21]([N:24](C)[CH:25]=O)=[CH:20][C:19]=3[CH3:28])[C:14](=[O:29])[N:13]([C:30]3[CH:35]=[CH:34][C:33]([N:36](C)[CH:37]=O)=[CH:32][C:31]=3[CH3:40])[C:12]2=[O:41])=[C:7]([CH3:42])[CH:6]=1)=O>O1CCOCC1>[CH3:2][NH:4][C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:16](=[O:17])[N:15]([C:18]3[CH:23]=[CH:22][C:21]([NH:24][CH3:25])=[CH:20][C:19]=3[CH3:28])[C:14](=[O:29])[N:13]([C:30]3[CH:35]=[CH:34][C:33]([NH:36][CH3:37])=[CH:32][C:31]=3[CH3:40])[C:12]2=[O:41])=[C:7]([CH3:42])[CH:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59824350HCID 59824350, compound

Product 1

HCID 59824347HCID 59824347, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Dioxane (52 ml), HCl (52 ml, 6 M) and 5 (6.5 g, 11 mmol) were mixed in a 250 ml round-bottom flask to form a pale slurry. The reaction mixture was heated to reflux for 30 minutes under argon. The now yellow solution was allowed to cool to room temperature and solvents were then removed on a rotary evaporator. The orange residue was then dissolved in 500 ml H2O and neutralized with a solution of NaHCO3 (sat.) under vigorous stirring. The precipitate formed was filtered off and washed several times with H2O giving a pale solid (4.7 g, 84%).

Workup

  1. customto form a pale slurry
  2. temperatureThe reaction mixture was heated
  3. temperatureto reflux for 30 minutes under argon
  4. customsolvents were then removed on a rotary evaporator
  5. dissolutionThe orange residue was then dissolved in 500 ml H2O
  6. customThe precipitate formed
  7. filtrationwas filtered off
  8. washwashed several times with H2O giving a pale solid (4.7 g, 84%)

Sources & evidence

ORD record
ord-5ddbdecfc3024afdaccd6f356f0e16d7
Source dataset
uspto-grants-2015_02
Patent number
US08951502B2

Reaction notes

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