Isopropanol → 1,3-dimethyl-6-{4-[2-(2-nitrophenyl)ethyl]piperazin-1-yl}-2,4(1H,3H)-pyrimidinedione

HRID 1085250Notes

Reaction equation

C(O)(C)C.[N+:5]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][CH2:15]Br)([O-:7])=[O:6].[CH3:17][N:18]1[C:23]([NH:24][CH2:25][CH2:26]CNC2C=CC([N+]([O-])=O)=CC=2)=[CH:22][C:21](=[O:38])[N:20]([CH3:39])[C:19]1=[O:40].[CH2:41]([N:43](CC)CC)[CH3:42]>>[CH3:17][N:18]1[C:23]([N:24]2[CH2:25][CH2:26][N:43]([CH2:15][CH2:14][C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=3[N+:5]([O-:7])=[O:6])[CH2:41][CH2:42]2)=[CH:22][C:21](=[O:38])[N:20]([CH3:39])[C:19]1=[O:40]

Participants

Reactant 4

HCID 3776Isopropanol

HCID 8471Triethylamine

HCID 123638782-Nitrophenethyl bromide

HCID 200612441,3-dimethyl-6-[3-(4-nitroanilino)propylamino]-2,4-(1H,3H)-pyrimidinedione2×

Product 1

HCID 190119131,3-dimethyl-6-{4-[2-(2-nitrophenyl)ethyl]piperazin-1-yl}-2,4(1H,3H)-pyrimidinedione

Procedure

To 15 ml of isopropanol were added 3.0 g of the above prepared compound 11, 3.2 g of 1,3-dimethyl-6-(piperazine-1-yl)-2,4(1H,3H)-pyrimidinedione (compound 2) and 4.2 ml of triethylamine, and the resulting mixture was then treated by the same procedure as in Example 2 in order to obtain 2.2 g of 1,3-dimethyl-6-{4-[2-(2-nitrophenyl)ethyl]piperazin-1-yl}-2,4(1H,3H)-pyrimidinedione.

Workup

additionthe resulting mixture was then treated by the same procedure as in Example 2 in order

Sources & evidence

ORD record: ord-54b53b4a5fcc4c0ea112fb03694c02cf
Source dataset: uspto-grants-1991_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05008267

Reaction notes

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