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

HRID 1046607Notes

Reaction equation

HRID 1046607 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-069a0ecf357341deaae4c46608f06346
Source dataset
uspto-grants-2013_10
Patent number
US08569348B2

Reaction notes

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