Water → HCID 178513346, compound

HRID 1767635Notes

Reaction equation

HRID 1767635 reaction equation
Cl.[NH2:2][OH:3].C[O-].[Na+].[C:7]([C:9]1[CH:10]=[CH:11][C:12]([NH2:19])=[C:13]([S:15]([NH2:18])(=O)=[O:16])[CH:14]=1)#[N:8].[OH2:20]>CO>[OH:3][NH:2][C:7]([C:9]1[CH:10]=[CH:11][C:12]([NH2:19])=[C:13]([S:15]([NH2:18])(=[O:16])=[O:20])[CH:14]=1)=[NH:8]

Participants

6

Reactant 4

HCID 962WaterHCID 443297Hydroxyamine hydrochlorideHCID 10942334Sodium MethoxideHCID 223239942-Amino-5-cyanobenzene-1-sulfonamide

Product 1

HCID 178513346HCID 178513346, compoundYield 17%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of hydroxylamine hydrochloride (764 mg; 11 mmol) and NaOMe (616 mg; 11.4 mmol) in MeOH (10 ml) was stirred at rt. for 1 h and then added 5-cyano-2-aminobenzenesulfonamide (1 g; 5 mmol). The reaction mixture was left with stirring for 48 h and poured into water and extracted with EtOAc (2×50 ml). The combined organic fractions were dried (Na2SO4), evaporated to dryness and purified by column chromatography to give 200 mg (17%) of product.

Workup

  1. waitThe reaction mixture was left
  2. stirringwith stirring for 48 h
  3. extractionextracted with EtOAc (2×50 ml)
  4. dry with materialThe combined organic fractions were dried (Na2SO4)
  5. customevaporated to dryness
  6. custompurified by column chromatography

Sources & evidence

ORD record
ord-ef7f18c28618442cb39092c3f3ac3d02
Source dataset
uspto-grants-2007_06
Patent number
US07235548B2

Reaction notes

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