Hydroxyurea → HCID 178425012, compound

HRID 1484475

Reaction equation

HRID 1484475 reaction equation
[OH:1][NH:2][C:3]([NH2:5])=[O:4].[CH3:6][CH:7]([CH3:15])[CH2:8][C:9](=O)[CH2:10][C:11](=O)[CH3:12].[Cl-:16].[NH4+]>Cl.CO>[ClH:16].[CH3:12][C:11]1[N:5]=[C:3]([OH:4])[N+:2]([O-:1])=[C:9]([CH2:8][CH:7]([CH3:15])[CH3:6])[CH:10]=1

Participants

6

Reactant 3

HCID 3657HydroxyureaHCID 25517Ammonium ChlorideHCID 763542,4-Heptanedione, 6-methyl-

Product 1

HCID 178425012HCID 178425012, compoundYield 58%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Conditions

Temperature
-11 °C

Procedure

0.20 mol (15.21 g) hydroxy urea were dissolved in 300 ml of M HCl, 300 ml of methanol were added, and 0.20 mol (28.44 g) 6-methyl-2,4-heptanedione were added dropwise while cooling at −12 to −10° C. The solution was allowed to warm slowly to room temperature and stirred over night, then evaporated to dryness. The residue was suspended with 200 ml of acetone, the mixture cooled to below 0° C. in an ice/ethanol bath, the solid filtered off and washed with a little ice-cold acetone. After drying 7.23 g of a product was obtained, which contained 58% of the title compound and 42% of the by-product ammonium chloride.

Workup

  1. additionwere added
  2. temperatureto warm slowly to room temperature
  3. customevaporated to dryness
  4. temperaturethe mixture cooled to below 0° C. in an ice/ethanol bath
  5. filtrationthe solid filtered off
  6. washwashed with a little ice-cold acetone
  7. dry with materialAfter drying 7.23 g of a product
  8. customwas obtained

Sources & evidence

ORD record
ord-7a2e6175695c4873bd703fc7e5ba2b7d
Source dataset
uspto-grants-2016_08
Patent number
US09422247B2

Linked notes

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