Formic Acid → HCID 12767207, compound

HRID 904137Notes

Reaction equation

HRID 904137 reaction equation
[CH2:1]([N:5]1[C:9](=[O:10])[C:8]([CH3:12])(O)[NH:7][C:6]1=[O:13])[CH2:2][CH2:3][CH3:4].C(O)=O.C1(C=CC(O)=CC=1)O>C(OC(=O)C)(=O)C>[CH2:1]([N:5]1[C:9](=[O:10])[C:8](=[CH2:12])[NH:7][C:6]1=[O:13])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 284Formic AcidHCID 785HydroquinoneHCID 23333694HCID 23333694, compound

Product 1

HCID 12767207HCID 12767207, compound

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Conditions

Temperature
120 °C

Procedure

3-n-Butyl-5-methyl-5-hydroxyhydantoin (5.1 g 0.027 mole) was added to an ice-cold solution of 80% formic acid (50 ml) in acetic anhydride (60 ml) containing a small amount of hydroquinone (0.1 g) and the mixture heated on an oil-bath at 120° C. for 15 minutes. The mixture was then cooled to room-temperature and the solvents removed on the rotary evaporator under reduced pressure, yielding an oil which readily crystallised. The title product was crystallised from ethyl acetate-light petroleum (b.p. 40°-60° C.) to yield the product as prisms, m.p. 73° C. Yield=4.3 g=94%.

Workup

  1. temperatureThe mixture was then cooled to room-temperature
  2. customthe solvents removed on the rotary evaporator under reduced pressure
  3. customyielding an oil which
  4. customreadily crystallised
  5. customThe title product was crystallised from ethyl acetate-light petroleum (b.p. 40°-60° C.)

Sources & evidence

ORD record
ord-82f0773591a3415b9a048dca4b4f4f80
Source dataset
uspto-grants-1980_10
Patent number
US04230709

Reaction notes

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