Hydrochloric Acid → HCID 67953926, compound

HRID 2178548Notes

Reaction equation

HRID 2178548 reaction equation
C(OC([N:8]([C:22]1[N:23]=[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][N:25]2[C:30]=1[CH3:31])[S:9]([C:12]1[CH:21]=[CH:20][C:15]([C:16]([O:18][CH3:19])=[O:17])=[CH:14][CH:13]=1)(=[O:11])=[O:10])=O)(C)(C)C.Cl>O1CCOCC1.CCOCC>[CH3:31][C:30]1[N:25]2[CH:26]=[CH:27][CH:28]=[CH:29][C:24]2=[N:23][C:22]=1[NH:8][S:9]([C:12]1[CH:21]=[CH:20][C:15]([C:16]([O:18][CH3:19])=[O:17])=[CH:14][CH:13]=1)(=[O:11])=[O:10]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67966854HCID 67966854, compound

Product 1

HCID 67953926HCID 67953926, compoundYield 71.4%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 312751,4-DioxaneSolvent

Procedure

To compound 1-F (0.188 g, 0.422 mmol) was added 4N HCl in dioxane (6 mL) and the reaction mixture was stirred at room temperature for 18 h. The reaction was diluted with ether, filtered, and the solid washed with ether and dried in vacuo to afford compound 1-G as a white solid (0.104 g, 65%). 1H-NMR (CD3OD): δ 8.53-8.55 (d, 1H), 8.21-8.23 (d, 2H), 7.99-8.03 (m, 1H), 7.84-7.86 (d, 2H), 7.51-7.55 (m, 1H), 3.97 (s, 3H), 2.07 (s, 9H); MS: m/z 346.0 (MH+).

Workup

  1. filtrationfiltered
  2. washthe solid washed with ether
  3. customdried in vacuo

Sources & evidence

ORD record
ord-176cc7ca58b843c1b15848434626986e
Source dataset
uspto-grants-2015_06
Patent number
US09067935B2

Reaction notes

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