Acetic Acid → HCID 13476541, compound

HRID 1248228Notes

Reaction equation

HRID 1248228 reaction equation
[OH:1][CH2:2][CH2:3][NH:4][C:5]1[CH:14]=[CH:13][CH:12]=[CH:11][C:6]=1[C:7]([O:9]C)=O.C(O)(=O)C.[O-:19][C:20]#[N:21].[K+]>O>[OH:1][CH2:2][CH2:3][N:4]1[C:5]2[C:6](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:7](=[O:9])[NH:21][C:20]1=[O:19]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 269008methyl 2-[(2-hydroxyethyl)amino]benzoateHCID 11378442Potassium cyanate

Product 1

HCID 13476541HCID 13476541, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a stirred mixture of 10 parts of methyl 2-[(2-hydroxyethyl)amino]benzoate and 100 parts of acetic acid is added dropwise a solution of 4.5 parts of potassium cyanate in 25 parts of water. Upon completion, stirring at room temperature is continued overnight. The reaction mixture is evaporated. The solid residue is stirred with water. The product is filtered off, washed with water and ethanol, and dried, yielding 5 parts (48%) of 1-(2-hydroxyethyl)-2,4(1H,3H)-quinazolinedione; mp. 273.6° C.

Workup

  1. customThe reaction mixture is evaporated
  2. stirringThe solid residue is stirred with water
  3. filtrationThe product is filtered off
  4. washwashed with water and ethanol
  5. customdried

Sources & evidence

ORD record
ord-0c4b35458b164c9e885c697d6866d3e3
Source dataset
uspto-grants-1985_06
Patent number
US04522945

Reaction notes

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