Thionyl Chloride → HCID 19020334, compound

HRID 1655186Notes

Reaction equation

HRID 1655186 reaction equation
[C:1]([C:4]1[CH:5]=[N:6][N:7]([C:10]2[C:15]([Cl:16])=[CH:14][C:13]([C:17]([F:20])([F:19])[F:18])=[CH:12][C:11]=2[Cl:21])[C:8]=1[CH3:9])(O)=O.S(Cl)(Cl)=O.S(N)([NH2:29])(=O)=O>S1(CCCC1)(=O)=O>[C:1]([C:4]1[CH:5]=[N:6][N:7]([C:10]2[C:15]([Cl:16])=[CH:14][C:13]([C:17]([F:20])([F:19])[F:18])=[CH:12][C:11]=2[Cl:21])[C:8]=1[CH3:9])#[N:29]

Participants

5

Reactant 3

HCID 24386Thionyl ChlorideHCID 82267SulfamideHCID 13823606HCID 13823606, compound

Product 1

HCID 19020334HCID 19020334, compoundYield 97.8%

Reagents, catalysts & solvents 1

HCID 31347SulfolaneSolvent

Procedure

By the method of Example 5, Step C, 117.0 g (0.3451 mole) of 4-carboxy-5-methyl-1-(2,6-dichloro-4-trifluoromethylphenyl)-1H-pyrazole was reacted with 205.3 g (1.73 moles) of thionyl chloride and 45.1 g (0.47 mole) of sulfamide in 390 mL of sulfolane, yielding 108 g of 4-cyano-5-methyl-1-(2,6-dichloro-4-trifluoromethylphenyl)-1H-pyrazole. The nmr spectrum was consistent with the proposed structure.

Sources & evidence

ORD record
ord-7f70211b3a3448898e396b6b30291721
Source dataset
uspto-grants-1993_10
Patent number
US05250504

Reaction notes

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