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

HRID 335027Notes

Reaction equation

HRID 335027 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-7934913eba344971b776f1597aac7e1c
Source dataset
uspto-grants-2014_11
Patent number
US08883832B2

Reaction notes

Loading…