2-Methylthio-5-(3,4-methylenedioxybenzyl)pyrimid-4-one → 2-[3-(N-propyl-N-pyrid-2-ylamino)propylamino]-5-(3,4-methylenedioxybenzyl) pyrimid-4-one

HRID 464357Notes

Reaction equation

HRID 464357 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][N:5]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1)[CH2:6][CH2:7][CH3:8].CS[C:17]1[NH:22][C:21](=[O:23])[C:20]([CH2:24][C:25]2[CH:30]=[CH:29][C:28]3[O:31][CH2:32][O:33][C:27]=3[CH:26]=2)=[CH:19][N:18]=1>>[CH2:6]([N:5]([CH2:4][CH2:3][CH2:2][NH:1][C:17]1[NH:22][C:21](=[O:23])[C:20]([CH2:24][C:25]2[CH:30]=[CH:29][C:28]3[O:31][CH2:32][O:33][C:27]=3[CH:26]=2)=[CH:19][N:18]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1)[CH2:7][CH3:8]

Participants

3

Reactant 2

HCID 129451572-Methylthio-5-(3,4-methylenedioxybenzyl)pyrimid-4-oneHCID 201866052-[N-(3-aminopropyl)-N-propylamino]pyridine

Product 1

HCID 544305742-[3-(N-propyl-N-pyrid-2-ylamino)propylamino]-5-(3,4-methylenedioxybenzyl) pyrimid-4-one

Procedure

2-[N-(3-aminopropyl)-N-propylamino]pyridine (1.0 g) and 2-methylthio-5-(3,4-methylenedioxybenzyl)pyrimid-4-one (1.14 g) were heated together under reflux for 16 hr. After stripping, the residue was crystallised from ethanol/water to give 2-[3-(N-propyl-N-pyrid-2-ylamino)propylamino]-5-(3,4-methylenedioxybenzyl) pyrimid-4-one 1H2O, 1.47 g (81%) mp 86°-92° C.

Workup

  1. temperatureunder reflux for 16 hr
  2. customthe residue was crystallised from ethanol/water

Sources & evidence

ORD record
ord-1286dcadaada4f1a9672a358d3c9878f
Source dataset
uspto-grants-1985_10
Patent number
US04547506

Reaction notes

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