Ammonia → 2-Amino-4-(3,4-methylenedioxybenzyl)amino-6-chloroquinazoline

HRID 1384908Notes

Reaction equation

HRID 1384908 reaction equation
Cl[C:2]1[N:11]=[C:10]([NH:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]3[O:20][CH2:21][O:22][C:16]=3[CH:15]=2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:23])[CH:8]=2)[N:3]=1.[NH3:24]>>[NH2:24][C:2]1[N:11]=[C:10]([NH:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]3[O:20][CH2:21][O:22][C:16]=3[CH:15]=2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:23])[CH:8]=2)[N:3]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 223398654-((1,3-Benzodioxol-5-ylmethyl)amino)-2,6-dichloro quinazoline

Product 1

HCID 211839282-Amino-4-(3,4-methylenedioxybenzyl)amino-6-chloroquinazoline

Procedure

2.0 g of 2.6-dichloro-4-(3,4-methylenedioxybenzyl)aminoquinazoline was heated to 120° C. in 50 ml of ethanolic ammonia put in a pressure vessel for 18 hours, cooled and concentrated under a reduced pressure. The obtained residue was introduced to a silica gel column and eluted with a chloroform/methanol (9:1) mixture to give 830 mg of the title compound.

Workup

  1. temperaturecooled
  2. concentrationconcentrated under a reduced pressure
  3. additionThe obtained residue was introduced to a silica gel column
  4. washeluted with a chloroform/methanol (9:1) mixture

Sources & evidence

ORD record
ord-2b665e41abb344b6a1e2ca7489a178f2
Source dataset
uspto-grants-2001_07
Patent number
US06262059B1

Reaction notes

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