Tripropylamine → HCID 18798258, compound

HRID 1003730Notes

Reaction equation

HRID 1003730 reaction equation
[CH3:1][N:2]1[C:7]([NH:8][CH2:9][CH2:10][CH2:11]Cl)=[C:6]([CH3:13])[C:5](=[O:14])[N:4]([CH3:15])[C:3]1=[O:16].[CH3:17][O:18][C:19]1[CH:24]=[C:23]([N+:25]([O-:27])=[O:26])[CH:22]=[CH:21][C:20]=1[N:28]1[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]1.C(N(CCC)CCC)CC>COCCOCCOC>[CH3:1][N:2]1[C:7]([NH:8][CH2:9][CH2:10][CH2:11][N:31]2[CH2:32][CH2:33][N:28]([C:20]3[CH:21]=[CH:22][C:23]([N+:25]([O-:27])=[O:26])=[CH:24][C:19]=3[O:18][CH3:17])[CH2:29][CH2:30]2)=[C:6]([CH3:13])[C:5](=[O:14])[N:4]([CH3:15])[C:3]1=[O:16]

Participants

5

Reactant 3

HCID 7616TripropylamineHCID 3600902HCID 3600902, compoundHCID 18798239HCID 18798239, compound

Product 1

HCID 18798258HCID 18798258, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 8150DiglymeSolvent

Procedure

Analogously to Example 13, 1,3,5-trimethyl-6-(3-chloropropylamino)-2,4(1H,3H)-pyrimidinedione (130 mmol) is refluxed for 14 h with 1-(2-methoxy-4-nitrophenyl)piperazine (100 mmol) and tripropylamine (75 ml) in 300 ml of diglyme. After removing the solvent in vacuo, the mixture is worked up in the customary manner, and after purification by column chromatography, the title compound is obtained in 79% yield (m.p. 131-133° C.).

Workup

  1. customAfter removing the solvent in vacuo
  2. customafter purification by column chromatography

Sources & evidence

ORD record
ord-84db7073d85d4664ac3872fe43972f15
Source dataset
uspto-grants-2000_04
Patent number
US06046329

Reaction notes

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