Ammonia → 2-Chloro-4-methyl-1,3-thiazole-5-sulfonamide

HRID 2213524Notes

Reaction equation

HRID 2213524 reaction equation
[NH3:1].[Cl:2][C:3]1[S:4][C:5]([S:9](Cl)(=[O:11])=[O:10])=[C:6]([CH3:8])[N:7]=1>O1CCCC1>[Cl:2][C:3]1[S:4][C:5]([S:9]([NH2:1])(=[O:11])=[O:10])=[C:6]([CH3:8])[N:7]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 120942502-Chloro-4-methyl-1,3-thiazole-5-sulfonyl chloride

Product 1

HCID 120942512-Chloro-4-methyl-1,3-thiazole-5-sulfonamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

At −10° C., 117.7 g (1.8 mol) of a 26% strength aqueous ammonia solution are added dropwise to a solution of 208 g (95% strength, 0.9 mol) of 2-chloro-4-methyl-1,3-thiazole-5-sulphonyl chloride in 1000 ml of tetrahydrofuran. The mixture is stirred without further cooling for 2 h and the reaction mixture is then concentrated using a rotary evaporator. The crude product is used for the next step without further purification.

Workup

  1. temperaturewithout further cooling for 2 h
  2. concentrationthe reaction mixture is then concentrated
  3. customa rotary evaporator
  4. customThe crude product is used for the next step without further purification

Sources & evidence

ORD record
ord-bfdab023116b4796b4c847dc363298cb
Source dataset
uspto-grants-2006_09
Patent number
US07105553B2

Reaction notes

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