Thionyl Chloride → HCID 19020330, compound

HRID 1109448Notes

Reaction equation

HRID 1109448 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[C:4]([Cl:9])[C:3]=1[N:10]1[C:14]([CH3:15])=[C:13]([C:16](O)=O)[CH:12]=[N:11]1.S(Cl)(Cl)=O.S(N)([NH2:26])(=O)=O>S1(CCCC1)(=O)=O>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[C:4]([Cl:9])[C:3]=1[N:10]1[C:14]([CH3:15])=[C:13]([C:16]#[N:26])[CH:12]=[N:11]1

Participants

5

Reactant 3

HCID 24386Thionyl ChlorideHCID 82267SulfamideHCID 3720124HCID 3720124, compound

Product 1

HCID 19020330HCID 19020330, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 31347SulfolaneSolvent

Procedure

By the method of Example 1, Step E, 25.6 g (0.0838 mole) of 1-(2,4,6-trichlorophenyl)-4-carboxy-5-methyl-1H-pyrazole, 114.3 g (0.961 mole) of thionyl chloride, and 12.7 g (0.132 mole) of sulfamide were reacted in 100 mL of sulfolane, yielding 18.25 g of 1-(2,4,6-trichlorophenyl)-4-cyano-5-methyl-1H-pyrazole as an oil which subsequently solidified. The NMR spectrum was consistent with the proposed structure.

Sources & evidence

ORD record
ord-0e375a504e004a16aa16f1e0ddbbadd9
Source dataset
uspto-grants-1994_06
Patent number
US05321002

Reaction notes

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