Sulfuric Acid → phenylglyoxylic-N-t-butylamide

HRID 67199

Reaction equation

HRID 67199 reaction equation
[C:1]([C:9]#[N:10])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CO[C:13]([CH3:16])([CH3:15])[CH3:14].S(=O)(=O)(O)[OH:18]>C(O)(=O)C>[C:13]([NH:10][C:9](=[O:18])[C:1]([C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:8])([CH3:16])([CH3:15])[CH3:14]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 11953PhenylglyoxylonitrileHCID 15413tert-Butyl methyl ether

Product 1

HCID 10965642phenylglyoxylic-N-t-butylamide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

32.8 g (0.25 mole) of benzoyl cyanide, dissolved in 22 g (0.25 mole) of t-butyl methyl ether were added to a reaction mixture, which had been initially introduced into the reaction vessel, consisting of 37.5 g of concentrated sulphuric acid and 52.5 g of glacial acetic acid at 20° to 30° C. in the course or 30 minutes. After subsequently stirring the reaction mixture at room temperature for 2 hours, it was poured onto 125 g of ice and stirred thoroughly. The product which precipitates was filtered off, washed with water and dried. 45.6 g (88.9% of theory) of analytically pure phenylglyoxylic acid N-tert.-butylamide with a melting point of 78° C. and a content of >99% (determined by gas chromatography) were obtained.

Workup

  1. additionwere added to a reaction mixture, which
  2. additionhad been initially introduced into the reaction vessel
  3. stirringstirred thoroughly
  4. customThe product which precipitates
  5. filtrationwas filtered off
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-fb71ed52c18c4352b397111daaadeb49
Source dataset
uspto-grants-1982_08
Patent number
US04345100

Linked notes

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