Ammonia → HCID 118433761, compound

HRID 1052557Notes

Reaction equation

HRID 1052557 reaction equation
[Cl:1][C:2]1[C:7]([C:8]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([S:17](=[O:21])(=[O:20])[NH:18][CH3:19])=[CH:13][CH:12]=2)=[O:9])=[C:6](Cl)[N:5]=[CH:4][N:3]=1.[NH3:23]>O1CCOCC1>[NH2:23][C:6]1[C:7]([C:8]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([S:17](=[O:21])(=[O:20])[NH:18][CH3:19])=[CH:13][CH:12]=2)=[O:9])=[C:2]([Cl:1])[N:3]=[CH:4][N:5]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 1184339234,6-Dichloro-N-(4-(N-methylsulfamoyl)phenyl)pyrimidine-5-carboxamide

Product 1

HCID 118433761HCID 118433761, compoundYield 80.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
0 °C

Procedure

4,6-Dichloro-N-(4-(N-methylsulfamoyl)phenyl)pyrimidine-5-carboxamide (238 m g, 0.66 mmol) was dissolved in dioxane (3 ml) and cooled in an ice bath. Ammonia (0.47 ml, 7N in MeOH, 3.3 mmol) was dropwise added and the mixture was stirred at 0° C. for 6 h and at room temperature overnight. The solvent was removed and ethyl acetate added. The solid precipitate was filtered and washed with ethyl acetate to give 181 mg (80% yield) of the title compound. Purity 100%

Workup

  1. temperaturecooled in an ice bath
  2. customThe solvent was removed
  3. additionethyl acetate added
  4. filtrationThe solid precipitate was filtered
  5. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-e986468007264a669da801c560ec4649
Source dataset
uspto-grants-2016_07
Patent number
US09388189B2

Reaction notes

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