Acetohydroxamic Acid → HCID 13228805, compound

HRID 1648763Notes

Reaction equation

HRID 1648763 reaction equation
[C:1]([NH:4][OH:5])(=[O:3])[CH3:2].[C:6]([N:10]=[C:11]=[O:12])([CH3:9])([CH3:8])[CH3:7]>C(N(CC)CC)C.C(Cl)Cl>[CH3:7][C:6]([NH:10][C:11]([N:4]([O:5][C:11]([NH:10][C:6]([CH3:9])([CH3:8])[CH3:7])=[O:12])[C:1](=[O:3])[CH3:2])=[O:12])([CH3:9])[CH3:8]

Participants

5

Reactant 2

HCID 1990Acetohydroxamic AcidHCID 62412tert-Butyl isocyanate

Product 1

HCID 13228805HCID 13228805, compound

Reagents, catalysts & solvents 2

HCID 8471TriethylamineCatalystHCID 6344DichloromethaneSolvent

Procedure

Acetohydroxamic acid (7.5 grams), tert-butyl isocyanate (22 grams) and a few drops of triethylamine were stirred in 80 ml of methylene chloride for about 48 hours. After stirring, the solvent was removed under vacuum leaving a residue which was recrystallized from a solution containing methylene chloride and hexane. A subsequent recrystallization from methylene chloride left the desired, N-(((1,1-dimethylethyl)amino)carbonyl)-N-((((1,1-dimethylethyl)amino)carbonyl)oxy)acetamide, m.p. 111°-113° C.

Workup

  1. customthe solvent was removed under vacuum
  2. customleaving a residue which
  3. customwas recrystallized from a solution
  4. additioncontaining methylene chloride and hexane
  5. customA subsequent recrystallization from methylene chloride
  6. waitleft the

Sources & evidence

ORD record
ord-122e4e76ef7447128cbd7e2cf13a3fd7
Source dataset
uspto-grants-1983_11
Patent number
US04413009

Reaction notes

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