Triethylamine → 4-((1,3-Benzodioxol-5-ylmethyl)amino)-2,6-dichloro quinazoline

HRID 1003508Notes

Reaction equation

HRID 1003508 reaction equation
[Cl:1][C:2]1[N:11]=[C:10](Cl)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:13])[CH:8]=2)[N:3]=1.[CH2:14]([NH2:24])[C:15]1[CH:23]=[CH:22][C:21]2[O:20][CH2:19][O:18][C:17]=2[CH:16]=1.C(N(CC)CC)C>C(O)(C)C>[Cl:1][C:2]1[N:11]=[C:10]([NH:24][CH2:14][C:15]2[CH:23]=[CH:22][C:21]3[O:20][CH2:19][O:18][C:17]=3[CH:16]=2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:13])[CH:8]=2)[N:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 75799Benzo-1,3-dioxole-5-methylamineHCID 104215102,4,6-Trichloroquinazoline

Product 1

HCID 223398654-((1,3-Benzodioxol-5-ylmethyl)amino)-2,6-dichloro quinazolineYield 98%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture comprising 3.6 g of 2,4,6-trichloroquinazoline, 2.4 g of piperonylamine, 1.6 g of triethylamine and 50 ml of isopropyl alcohol was heated under reflux for 1.5 hours and hot-filtered to give 5.2 g of the title compound as a filter cake.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 1.5 hours
  3. filtrationhot-filtered

Sources & evidence

ORD record
ord-74baae2f0a6841d1b167eedb42b84803
Source dataset
uspto-grants-2000_04
Patent number
US06046206

Reaction notes

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