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

HRID 57294Notes

Reaction equation

HRID 57294 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-27307550b2544d6aa6cbe7f558cb0c52
Source dataset
uspto-grants-2016_09
Patent number
US09434720B2

Reaction notes

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