Hydrochloric Acid → HCID 13911197, compound

HRID 2231800Notes

Reaction equation

HRID 2231800 reaction equation
[N:1]1([C:6]2[C:11]([S:12]([NH2:15])(=[O:14])=[O:13])=[CH:10][CH:9]=[CH:8][N:7]=2)[CH:5]=[N:4][CH:3]=[N:2]1.C1([O:22][C:23](=O)[NH:24][C:25]2[N:30]=[C:29]([O:31][CH3:32])[CH:28]=[C:27]([O:33][CH3:34])[N:26]=2)C=CC=CC=1.N12CCCN=C1CCCCC2.Cl>O1CCOCC1.O>[CH3:32][O:31][C:29]1[CH:28]=[C:27]([O:33][CH3:34])[N:26]=[C:25]([NH:24][C:23]([NH:15][S:12]([C:11]2[C:6]([N:1]3[CH:5]=[N:4][CH:3]=[N:2]3)=[N:7][CH:8]=[CH:9][CH:10]=2)(=[O:13])=[O:14])=[O:22])[N:30]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 10945667Carbamic acid, N-(4,6-dimethoxy-2-pyrimidinyl)-, phenyl esterHCID 13911196HCID 13911196, compound

Product 1

HCID 13911197HCID 13911197, compoundYield 79%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

To a suspension containing 0.5 g of the sulfonamide prepared in Example 4 in 10 ml of p-dioxane was added 0.6 g of phenyl(4,6-dimethoxypyrimidin-2-yl)carbamate followed by 0.33 g of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). The suspension was stirred at room temperature for about two hours then diluted with about 75 ml of water to form a solution. After acidifying the solution with conc. hydrochloric acid (red to litmus) and stirring 0.5 hour, a precipitate formed. The mixture was filtered and the isolated solid was washed with 10 ml water and suction-dried for 24 hours to yield 0.7 g of the subject compound; m.p. 226°-230°.

Workup

  1. customto form a solution
  2. stirringstirring 0.5 hour
  3. customa precipitate formed
  4. filtrationThe mixture was filtered
  5. washthe isolated solid was washed with 10 ml water
  6. customsuction-dried for 24 hours

Sources & evidence

ORD record
ord-b726efeea2c84a75be4f59b118889891
Source dataset
uspto-grants-1988_11
Patent number
US04784684

Reaction notes

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