Urea → HCID 178489859, compound

HRID 1672480Notes

Reaction equation

HRID 1672480 reaction equation
[NH2:1][C:2]1[C:11]([O:12][CH3:13])=[C:10]([CH3:14])[CH:9]=[CH:8][C:3]=1[C:4]([O:6]C)=O.[NH2:15][C:16](N)=[O:17]>>[CH3:13][O:12][C:11]1[C:10]([CH3:14])=[CH:9][CH:8]=[C:3]2[C:2]=1[N:1]=[C:16]([OH:17])[N:15]=[C:4]2[OH:6]

Participants

3

Reactant 2

HCID 1176UreaHCID 14543061Methyl 2-amino-3-methoxy-4-methylbenzoate

Product 1

HCID 178489859HCID 178489859, compoundYield 83.7%

Conditions

Temperature
155 °C

Procedure

A mixture of methyl 2-amino-3-methoxy-4-methylbenzoate (139.3 g, 0.714 mol) and urea (214.3 g, 3.57 mol) was heated in an oil bath at 110˜120° C. for 30 minutes. The temperature was then raised to 150-160° C. and the reaction mixture was stirred at this temperature for 8 h. TLC (petroleum ether/ethyl acetate=3:1) indicated the reaction was complete. The mixture was washed with EtOH (1.5 L) and water (1 L×6) and dried in vacuo to give the title compound (123 g, 83.7%) as a light brown solid.

Workup

  1. temperaturewas heated in an oil bath at 110˜120° C. for 30 minutes
  2. washThe mixture was washed with EtOH (1.5 L) and water (1 L×6)
  3. customdried in vacuo

Sources & evidence

ORD record
ord-ab98e7ba34b2417b92508a366c55cc7d
Source dataset
uspto-grants-2011_08
Patent number
US07998978B2

Reaction notes

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