N-Ethylaniline → HCID 12774512, compound

HRID 358033Notes

Reaction equation

HRID 358033 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([Cl:12])=[CH:9][CH:10]=2)[N:5]=[CH:4][N:3]=1.[CH2:13]([NH:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH3:14]>C(O)C>[ClH:1].[Cl:12][C:8]1[CH:7]=[C:6]2[C:11]([C:2]([N:15]([CH2:13][CH3:14])[C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[N:3][CH:4]=[N:5]2)=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 7670N-EthylanilineHCID 2418814,7-Dichloroquinazoline

Product 1

HCID 12774512HCID 12774512, compoundYield 47%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3.0 g of 4,7-dichloroquinazoline and 2.0 g of N-ethylaniline in 10 ml of ethanol was heated for 5 minutes. After completion of the reaction the reaction mixture was cooled, whereupon crystals separated. These were collected by filtration and recrystallized from a small amount of ethanol to give 2.0 g (yield 47%) of the desired Compound No. 58 in the form of pale yellow needles melting at 222°-226° C. (with decomposition).

Workup

  1. temperaturewas heated for 5 minutes
  2. customAfter completion of the reaction the reaction mixture
  3. temperaturewas cooled, whereupon crystals
  4. customseparated
  5. filtrationThese were collected by filtration
  6. customrecrystallized from a small amount of ethanol

Sources & evidence

ORD record
ord-933d6e9c97354da593d5a3c825c15daf
Source dataset
uspto-grants-1984_08
Patent number
US04464375

Reaction notes

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