Sodium Hydroxide → HCID 18957939, compound

HRID 2379095Notes

Reaction equation

HRID 2379095 reaction equation
Cl[O-].[Na+].[CH2:4]([N:11]1[CH2:16][CH2:15][C:14](=[N:17][OH:18])[C:13](=[N:19][OH:20])[C:12]1=[O:21])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[OH-].[Na+]>>[CH2:4]([N:11]1[CH2:16][CH2:15][C:14]2=[N+:17]([O-:18])[O:20][N:19]=[C:13]2[C:12]1=[O:21])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 23665760Sodium HypochloriteHCID 136378423HCID 136378423, compound

Product 1

HCID 18957939HCID 18957939, compoundYield 88.4%

Procedure

80 ml of 14% strength sodium hypochlorite solution are rapidly added dropwise at 0° C. to a solution of 3.0 g (12 mmol) of 1-benzylpiperidine-2,3,4-trione-3,4-dioxime in 80 ml of 10% strength sodium hydroxide solution. The deposited precipitate is immediately filtered off with suction, washed with water and dried in vacuo. 2.6 g (87%) of 5-benzyl-6,7-dihydro[1,2,5]oxadiazolo[3,4-c]pyridin-4(5H)-one-1-oxide, m.p. 118°-120° C., are obtained, 1H-NMR (DMSO): δ=2.95 (t), 3.65 (t), 4.70 (t), 7.35 (s), 13C-NMR (DMSO): δ=18.0 (t), 44.8 (t), 49.2 (t), 111.9 (s), 127.4 (d), 127.7 (d), 128.5 (d), 136.2 (s), 149.6 (s), 155.7 (s).

Workup

  1. filtrationThe deposited precipitate is immediately filtered off with suction
  2. washwashed with water
  3. customdried in vacuo

Sources & evidence

ORD record
ord-ee88c5eea09b4421b3767199b5902d87
Source dataset
uspto-grants-1994_11
Patent number
US05360812

Reaction notes

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