Hydroxyamine hydrochloride → HCID 136388414, compound

HRID 866638Notes

Reaction equation

HRID 866638 reaction equation
[CH3:1][C:2]1([CH3:17])[O:10][CH2:9][CH2:8][C:7](=O)[C:6]2[CH:12]=[CH:13][CH:14]=[CH:15][C:5]=2[NH:4][C:3]1=[O:16].C([O-])(=O)C.[Na+].Cl.[NH2:24][OH:25]>C(O)C>[CH3:1][C:2]1([CH3:17])[O:10][CH2:9][CH2:8][C:7](=[N:24][OH:25])[C:6]2[CH:12]=[CH:13][CH:14]=[CH:15][C:5]=2[NH:4][C:3]1=[O:16]

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 12593732HCID 12593732, compound

Product 1

HCID 136388414HCID 136388414, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of the compound of formula V, 5,6-dihydro-3,3-dimethyl-4,1-benzoxazonine-2,7(1H,3H)-dione (described in Example 1, 50 g), sodium acetate (37.5 g) and hydroxylamine hydrochloride (31.5 g) in ethanol (1,200 ml) is stirred at room temperature for two days. The precipitate is removed by filtration and the filtrate evaporated. Water and diethyl ether are added to the residue. The organic phase is separated, dried and evaporated. The residue is crystallized from ethanol to give 5,6-dihydro-3,3-dimethyl-4,1-benzoxazonin-2,7(1H,3H)-dione 7-oxime, mp 205°-206° C.

Workup

  1. customThe precipitate is removed by filtration
  2. customthe filtrate evaporated
  3. additionWater and diethyl ether are added to the residue
  4. customThe organic phase is separated
  5. customdried
  6. customevaporated
  7. customThe residue is crystallized from ethanol

Sources & evidence

ORD record
ord-94e4e27a3ef74b18bd0e795dc0566e1f
Source dataset
uspto-grants-1978_07
Patent number
US04100277

Reaction notes

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