Water → Pyrazosulfuron-ethyl

HRID 374574Notes

Reaction equation

HRID 374574 reaction equation
[OH-].[CH2:2]([O:4][C:5]([C:7]1[CH:8]=[N:9][N:10]([CH3:24])[C:11]=1[S:12]([NH:15][C:16]([N+:18]1[CH:23]=CC=CC=1)=[O:17])(=[O:14])=[O:13])=[O:6])[CH3:3].NC1[N:31]=[C:30]([O:32][CH3:33])[CH:29]=[C:28]([O:34][CH3:35])[N:27]=1.O>C(#N)C>[CH3:33][O:32][C:30]1[CH:29]=[C:28]([O:34][CH3:35])[N:27]=[C:23]([NH:18][C:16]([NH:15][S:12]([C:11]2[N:10]([CH3:24])[N:9]=[CH:8][C:7]=2[C:5]([O:4][CH2:2][CH3:3])=[O:6])(=[O:13])=[O:14])=[O:17])[N:31]=1

Participants

5

Reactant 3

HCID 962WaterHCID 1189462-Amino-4,6-dimethoxypyrimidineHCID 19438397HCID 19438397, compound

Product 1

HCID 91750Pyrazosulfuron-ethylYield 99%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
25 °C

Procedure

3.42 g (10.1 mmole) of 1-[[(4-ethoxycarbonyl-1-methylpyrazole-5-sulfonyl)amino]carbonyl]pyridinium hydroxide was dissolved in 10.00 g of dry acetonitrile. To the resulting solution was added 1.55 g (10.0 mmole) of 2-amino-4,6-dimethoxypyrimidine with stirring. The reaction mixture was stirred for one hour while maintaining the temperature of 40° to 45° C. to complete the reaction. After the reaction was completed, 25.00 g of water was added to the reaction solution. The mixture was then adjusted to pH 5 to 6, cooled to 25° C. and filtered. The resulting product was washed with water and acetonitrile and then dried to obtain 4.10 g (Yield 99%) of the title compound as the white powder.

Workup

  1. stirringThe reaction mixture was stirred for one hour
  2. temperaturewhile maintaining the temperature of 40° to 45° C.
  3. customthe reaction
  4. filtrationfiltered
  5. washThe resulting product was washed with water and acetonitrile
  6. customdried

Sources & evidence

ORD record
ord-ffb5ab66cf834d28b1d83d41281fcf16
Source dataset
uspto-grants-1996_01
Patent number
US05480993

Reaction notes

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