Hydrochloric Acid → HCID 67096464, compound

HRID 2075966Notes

Reaction equation

HRID 2075966 reaction equation
[CH2:1]([O:8][C:9]1[C:10]([O:25][CH3:26])=[CH:11][C:12]([C:19]2[N:23]=[C:22]([CH3:24])[O:21][N:20]=2)=[C:13]([S:15](Cl)(=[O:17])=[O:16])[CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[CH3:28][NH:29][CH3:30].O1CCCC1.Cl>C(N(CC)CC)C>[CH2:1]([O:8][C:9]1[C:10]([O:25][CH3:26])=[CH:11][C:12]([C:19]2[N:23]=[C:22]([CH3:24])[O:21][N:20]=2)=[C:13]([S:15]([N:29]([CH3:30])[CH3:28])(=[O:17])=[O:16])[CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 10473Dimethylamine, hydrochlorideHCID 86647229HCID 86647229, compound

Product 1

HCID 67096464HCID 67096464, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

To a mixture of 5-benzyloxy-4-methoxy-2-(5-methyl-[1,2,4]oxadiazol-3-yl)benzenesulfonylchloride, dimethyl-amine hydrochloride (203 mg) and tetrahydrofuran (20 mL) was added triethylamine (0.693 mL) under ice-bath cooling. After stirring at room temperature overnight, 2 mol/L hydrochloric acid was added to the mixture. The separated organic layer was washed with 2 mol/L hydrochloric acid and brine successively, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give 5-benzyloxy-4-methoxy-N,N-dimethyl-2-(5-methyl-[1,2,4]oxadiazol-3-yl)benzenesulfonamide.

Workup

  1. temperaturecooling
  2. washThe separated organic layer was washed with 2 mol/L hydrochloric acid and brine successively
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-fb3f9f26aa744b6ba268c715f6b6e309
Source dataset
uspto-grants-2011_04
Patent number
US07923462B2

Reaction notes

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