m-Toluidine → HCID 20450372, compound

HRID 2059189Notes

Reaction equation

HRID 2059189 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([Cl:12])[CH:10]=2)[N:5]=[CH:4][N:3]=1.[NH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([CH3:20])[CH:15]=1>O1CCOCC1>[ClH:1].[Cl:12][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][CH:8]=1)[N:5]=[CH:4][N:3]=[C:2]2[NH:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([CH3:20])[CH:15]=1

Participants

4

Reactant 2

HCID 7934m-ToluidineHCID 2460244,6-Dichloroquinazoline

Product 1

HCID 20450372HCID 20450372, compoundYield 64.7%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

4.0 g of 4,6-dichloroquinazoline were dissolved in 50 ml of dioxan and then 2.0 g of m-toluidine were added. The mixture was then heated to reflux for 3 hours at 100° C. After completion of the reaction, the precipitated product was collected by filtration and recrystallized from ethanol to afford 3.7 g (yield 60%) of the desired Compound No. 4, in the form of pale yellow needles melting at 251°-254° C. (with decomposition).

Workup

  1. temperatureThe mixture was then heated
  2. customAfter completion of the reaction
  3. filtrationthe precipitated product was collected by filtration
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-451f427be8cf418d8e46f54afe1ab6e4
Source dataset
uspto-grants-1982_03
Patent number
US04322420

Reaction notes

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