Hydroxyamine hydrochloride → HCID 136378421, compound

HRID 2379092Notes

Reaction equation

HRID 2379092 reaction equation
[CH3:1][C:2]1([CH3:13])[C:6](=[N:7]N)[C:5](=[N:9][OH:10])[C:4]([CH3:12])([CH3:11])[O:3]1.Cl.N[OH:16]>O>[CH3:1][C:2]1([CH3:13])[C:6](=[N:7][OH:16])[C:5](=[N:9][OH:10])[C:4]([CH3:12])([CH3:11])[O:3]1

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 1355451093,4(2H,5H)-Furandione, 2,2,5,5-tetramethyl-, 4-hydrazone, 3-oxime

Product 1

HCID 136378421HCID 136378421, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

10.0 g (54 mmol) of commercially available 2,2,5,5-tetramethyl-3,4-(2H, 5H)-furandione hydrazone oxime are heated under reflux for 2 hours with 75 g (1.1 mmol) of hydroxylamine hydrochloride in 800 ml of water. The precipitated product is filtered off with suction and washed with water. 8 g (86%) of 2,2,5,5-tetramethyl-3,4(2H, 5H)-furandione dioxime are obtained as a mixture of 2 isomers, m.p. 252° C.

Workup

  1. filtrationThe precipitated product is filtered off with suction
  2. washwashed with water

Sources & evidence

ORD record
ord-b957f86788264f0e85b31402b4c6d5b6
Source dataset
uspto-grants-1994_11
Patent number
US05360812

Reaction notes

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