Sodium Cyanate → HCID 19438399, compound

HRID 1734754Notes

Reaction equation

HRID 1734754 reaction equation
COC([C:5]1[CH:6]=[N:7][N:8]([CH3:14])[C:9]=1[S:10]([NH2:13])(=[O:12])=[O:11])=O.[O-:15][C:16]#N.[Na+].[NH2:19][C:20]1[N:25]=[C:24]([O:26][CH3:27])[CH:23]=[C:22]([CH3:28])[N:21]=1>C(#N)C.N1C=CC=CC=1>[CH3:27][O:26][C:24]1[CH:23]=[C:22]([CH3:28])[N:21]=[C:20]([NH:19][C:16]([NH:13][S:10]([C:9]2[N:8]([CH3:14])[N:7]=[CH:6][CH:5]=2)(=[O:11])=[O:12])=[O:15])[N:25]=1

Participants

6

Reactant 3

HCID 517096Sodium CyanateHCID 5872364-Methoxy-6-methylpyrimidin-2-amineHCID 13364388HCID 13364388, compound

Product 1

HCID 19438399HCID 19438399, compoundYield 108.3%

Reagents, catalysts & solvents 2

HCID 1049PyridineCatalystHCID 6342AcetonitrileSolvent

Conditions

Temperature
40 °C

Procedure

23.8 g of 4-methoxycarbonyl-1-methylpyrazole-5-sulfonamide was dissolved in 100 g of acetonitrile and 8.0 g of sodium cyanate and 13.9 g of 2-amino-4-methoxy-6-methylpyrimidine were added thereto with stirring. The reaction mixture was maintained at 40° C. for about 10 minutes. To this mixture was added dropwise 0.3 g of pyridine over 5 minutes. The whole mixture was vigorously and continuously stirred for 2 hours while maintaining the temperature of 40° to 45° C. to complete the reaction. The mixture was then treated according to the same procedure as Example 7 to obtain 35.3 g (Yield 92%) of the title compound.

Workup

  1. stirringcontinuously stirred for 2 hours
  2. temperaturewhile maintaining the temperature of 40° to 45° C.
  3. customthe reaction
  4. additionThe mixture was then treated

Sources & evidence

ORD record
ord-de6c13b2380f48f383d6b53ff47c0c5a
Source dataset
uspto-grants-1996_07
Patent number
US05534637

Reaction notes

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