Sulfuryl chloride → 4-(7-Chloro-5-fluoro-6-methoxybenzothiazol-2-YL)-5-methyl-1H-pyrazol-3-ylamine

HRID 1959854Notes

Reaction equation

HRID 1959854 reaction equation
[F:1][C:2]1[C:3]([O:18][CH3:19])=[CH:4][C:5]2[S:9][C:8]([C:10]3[C:14]([CH3:15])=[N:13][NH:12][C:11]=3[NH2:16])=[N:7][C:6]=2[CH:17]=1.S(Cl)([Cl:23])(=O)=O>>[Cl:23][C:4]1[C:5]2[S:9][C:8]([C:10]3[C:11]([NH2:16])=[N:12][NH:13][C:14]=3[CH3:15])=[N:7][C:6]=2[CH:17]=[C:2]([F:1])[C:3]=1[O:18][CH3:19]

Participants

3

Reactant 2

HCID 24648Sulfuryl chlorideHCID 178486933HCID 178486933, compound

Product 1

HCID 667681644-(7-Chloro-5-fluoro-6-methoxybenzothiazol-2-YL)-5-methyl-1H-pyrazol-3-ylamineYield 62%

Procedure

4-(5-Fluoro-6-methoxybenzothiazol-2-yl)-5-methyl-2H-pyrazol-3-ylamine (596 mg; 2.14 mmol) was mixed with 4 mL of sulfuryl chloride. The reaction was stirred at room temperature for several hours and then the reaction was quenched by the addition of water. The resulting precipitate was isolated by filtration to yield 417 mg (62%) of the title compound. MS (m/z, ES+): 364.2 (M+1, 100%).

Workup

  1. customthe reaction was quenched by the addition of water
  2. customThe resulting precipitate was isolated by filtration

Sources & evidence

ORD record
ord-86f6a1012777433b8b0144cd9798941f
Source dataset
uspto-grants-2013_04
Patent number
US08410272B2

Reaction notes

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