Sodium Sulfite → Sodium (2-methylthiazol-4-yl)methanesulfonate

HRID 2193880Notes

Reaction equation

HRID 2193880 reaction equation
Cl[CH2:2][C:3]1[N:4]=[C:5]([CH3:8])[S:6][CH:7]=1.[S:9]([O-:12])([O-:11])=[O:10].[Na+:13].[Na+]>O>[CH3:8][C:5]1[S:6][CH:7]=[C:3]([CH2:2][S:9]([O-:12])(=[O:11])=[O:10])[N:4]=1.[Na+:13]

Participants

4

Reactant 2

HCID 24437Sodium SulfiteHCID 7363414-(Chloromethyl)-2-methyl-1,3-thiazole

Product 1

HCID 59464713Sodium (2-methylthiazol-4-yl)methanesulfonateYield 101.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

4-Chloromethyl-2-methylthiazole (250 mg, 1.69 mmol) is dissolved in H2O (2 mL) and treated with sodium sulfite (224 mg, 1.78 mmol). The reaction mixture is subjected to microwave irradiation for 20 minutes at 200° C. The reaction mixture is diluted with H2O (30 mL) and washed with EtOAc (2×25 mL). The aqueous layer is concentrated to afford 0.368 g of the desired product as a yellow solid. LC/MS ESI+194 (M+1, free acid).

Workup

  1. customirradiation for 20 minutes at 200° C
  2. washwashed with EtOAc (2×25 mL)
  3. concentrationThe aqueous layer is concentrated

Sources & evidence

ORD record
ord-0d1c5c61b60f4d8195e3921f68dc3584
Source dataset
uspto-grants-2012_12
Patent number
US08329916B2

Reaction notes

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