Dimethyl Sulfoxide → HCID 19898779, compound

HRID 1196719Notes

Reaction equation

HRID 1196719 reaction equation
CS(C)=O.[CH3:5][N:6]1[C:11]([NH:12][CH2:13][CH2:14][NH:15][CH2:16][CH3:17])=[CH:10][C:9](=[O:18])[N:8]([CH3:19])[C:7]1=[O:20].[CH3:21][C:22]1[C:27](=[O:28])[C:26]2[C:29]([O:33][CH2:34][CH2:35][CH2:36]Br)=[CH:30][CH:31]=[CH:32][C:25]=2[O:24][CH:23]=1>C(N(CC)CC)C>[CH3:5][N:6]1[C:11]([NH:12][CH2:13][CH2:14][N:15]([CH2:16][CH3:17])[CH2:36][CH2:35][CH2:34][O:33][C:29]2[C:26]3[C:27](=[O:28])[C:22]([CH3:21])=[CH:23][O:24][C:25]=3[CH:32]=[CH:31][CH:30]=2)=[CH:10][C:9](=[O:18])[N:8]([CH3:19])[C:7]1=[O:20]

Participants

5

Reactant 3

HCID 679Dimethyl SulfoxideHCID 19898758HCID 19898758, compound2×HCID 19898793HCID 19898793, compound2×

Product 1

HCID 19898779HCID 19898779, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

To 5 ml of dimethyl sulfoxide were added 0.52 g of the previously obtained N-[1,3-dimethyl-2,4-dioxopyrimidine-6-yl]-N'-ethylethylenediamine (Compound 13), 0.7 g of 3-(3-methyl-4-oxo-4H-1-benzopyran-5-yl)oxypropyl bromide (Compound 2) and 0.5 ml of triethylamine, and reaction was carried out at 100° C. for 6 hours. The resultant reaction solution was cooled, and the formed white crystals were collected by filtration, washed with water, and then dried, thereby obtaining 0.56 g of 1,3-dimethyl-6-(2-[N-ethyl-N-[3-(3-methyl-4-oxo-4H-1-benzopyran-5-yl)oxypropyl]amino]ethylamino)-2,4(1H,3H)-pyrimidinedione (the non-oxalate of Compound 14).

Workup

  1. customThe resultant reaction solution
  2. temperaturewas cooled
  3. filtrationthe formed white crystals were collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-73fd40372ad6478e9913e88106c667f5
Source dataset
uspto-grants-1992_05
Patent number
US05114941

Reaction notes

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