Hydrochloric Acid → HCID 178503248, compound

HRID 1891072Notes

Reaction equation

HRID 1891072 reaction equation
[Br:1][C:2]1[C:3]([OH:9])=[N:4][C:5](Cl)=[N:6][CH:7]=1.[CH3:10][S:11][C:12]1[CH:17]=[CH:16][C:15]([NH2:18])=[CH:14][CH:13]=1.Cl.O>C(#N)C.O1CCOCC1>[Br:1][C:2]1[C:3]([OH:9])=[N:4][C:5]([NH:18][C:15]2[CH:16]=[CH:17][C:12]([S:11][CH3:10])=[CH:13][CH:14]=2)=[N:6][CH:7]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 660384-(Methylthio)anilineHCID 178517822HCID 178517822, compound

Product 1

HCID 178503248HCID 178503248, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 312751,4-DioxaneSolvent

Procedure

9.8 g of 5-bromo-2-chloropyrimidin-4-ol is suspended in 200 ml of acetonitrile. After 7.2 g of 4-methylsulfanyl-phenylamine is added, 12 ml of a 4N solution of HCl in dioxane is added in drops while being stirred vigorously. After drop-by-drop addition of 5 ml of water, the mixture is stirred for 3 hours at 78° C. and for 2 days at room temperature. The mixture is cooled in an ice bath and suctioned off. The filter cake is washed twice with acetonitrile and dried. 15.2 g (92.7% of theory) of the product with a melting point of 238° C. (decomposition) is obtained.

Workup

  1. stirringthe mixture is stirred for 3 hours at 78° C. and for 2 days at room temperature
  2. temperatureThe mixture is cooled in an ice bath
  3. washThe filter cake is washed twice with acetonitrile
  4. customdried
  5. custom15.2 g (92.7% of theory) of the product with a melting point of 238° C. (decomposition) is obtained

Sources & evidence

ORD record
ord-ab5ba35a6f92443e961a6921fab089da
Source dataset
uspto-grants-2013_08
Patent number
US08507510B2

Reaction notes

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