Hydrochloric Acid → 2-Cyclopropyl-4-cyclopropylamino-6-morpholino-1,3,5-triazine

HRID 256710Notes

Reaction equation

HRID 256710 reaction equation
Cl.C(O)C.C(OCC)C.Cl.[CH:11]1([C:14]2[N:19]=[C:18]([NH:20][CH:21]3[CH2:23][CH2:22]3)[N:17]=[C:16]([N:24]3[CH2:29][CH2:28][O:27][CH2:26][CH2:25]3)[N:15]=2)[CH2:13][CH2:12]1>C(#N)C>[CH:11]1([C:14]2[N:19]=[C:18]([NH:20][CH:21]3[CH2:23][CH2:22]3)[N:17]=[C:16]([N:24]3[CH2:25][CH2:26][O:27][CH2:28][CH2:29]3)[N:15]=2)[CH2:12][CH2:13]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 30733481,3,5-Triazin-2-amine, N,4-dicyclopropyl-6-(4-morpholinyl)-, monohydrochlorideHCID 21585056Diethyl ether ethanol

Product 1

HCID 30733492-Cyclopropyl-4-cyclopropylamino-6-morpholino-1,3,5-triazine

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

2.85 g (0.050 mole) of cyclopropylamine dissolved in 20 ml of dioxane are added to a solution of 5.1 g (0.021 mole) of 2-chloro-4-cyclopropyl-6-morpholino-1,3,5-triazine in 50 ml of dioxane at room temperature. The mixture is heated under reflux for 5 hours. The solvent is then evaporated under reduced pressure and the residue is dissolved in 50 ml of dichloromethane and 50 ml of water. The organic phase is separated off and dried over sodium sulfate and the solvent is evaporated under reduced pressure. The residue crystallizes from cold hexane. 5.22 g of product are obtained. This product forms a hydrochloride in an ethanol-diethyl ether mixture. 5.1 g of 2-cyclopropyl-4-cyclopropylamino-6-morpholino-1,3,5-triazine hydrochloride, which is identical to compound 3 prepared in example 2. B.1., are obtained. Yield: 81.7%. M.P.: 183°-184° C. (acetonitrile).

Workup

  1. custom, are obtained

Sources & evidence

ORD record
ord-1d0d5a106dfd4eb3ad90504e0a42a37f
Source dataset
uspto-grants-1993_11
Patent number
US05258513

Reaction notes

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