Hydroxyamine hydrochloride → HCID 178513307, compound

HRID 2186127Notes

Reaction equation

HRID 2186127 reaction equation
Cl[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([S:12]([N:15]1[CH2:20][CH2:19][N:18]([CH2:21][C:22]3[CH:27]=[CH:26][C:25]([C:28]#[N:29])=[CH:24][CH:23]=3)[C:17](=[O:30])[CH2:16]1)(=[O:14])=[O:13])[CH:6]=[CH:5]2.[ClH:31].[NH2:32][OH:33].C(=O)([O-])O.[Na+]>C(O)C>[Cl:31][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([S:12]([N:15]1[CH2:20][CH2:19][N:18]([CH2:21][C:22]3[CH:23]=[CH:24][C:25]([C:28](=[NH:29])[NH:32][OH:33])=[CH:26][CH:27]=3)[C:17](=[O:30])[CH2:16]1)(=[O:14])=[O:13])[CH:6]=[CH:5]2

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 12044044HCID 12044044, compound

Product 1

HCID 178513307HCID 178513307, compoundYield 74.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 4-(6-chloronaphthalene-2-sulfonyl)-1-(4-cyanobenzyl)-2-piperazinone (440 mg), hydroxylamine hydrochloride (347 mg), sodium hydrogen carbonate (420 mg) and 80% ethanol (30 ml) was refluxed for 2 hours, and ethanol was evaporated. Precipitated crystals were washed with water, ethanol and ethyl acetate, and dried to give colorless crystals of the title compound (353 mg).

Workup

  1. temperaturewas refluxed for 2 hours
  2. customethanol was evaporated
  3. customPrecipitated crystals
  4. washwere washed with water, ethanol and ethyl acetate
  5. customdried

Sources & evidence

ORD record
ord-68b29041159542b8b2a9e28206809caa
Source dataset
uspto-grants-2002_06
Patent number
US06403595B1

Reaction notes

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