Acetic Acid → HCID 13476541, compound

HRID 1156342Notes

Reaction equation

HRID 1156342 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-63f4e0bb06aa449c951dca18e7c9ab6e
Source dataset
uspto-grants-1982_06
Patent number
US04335127

Reaction notes

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