Hydrogen Bromide → 3-Methyl-4-[(2-aminoethyl)thiomethyl]isothiazole hydrobromide

HRID 597415Notes

Reaction equation

HRID 597415 reaction equation
O[CH2:2][C:3]1[C:4]([CH3:8])=[N:5][S:6][CH:7]=1.Cl.[NH2:10][CH2:11][CH2:12][SH:13].[BrH:14]>>[BrH:14].[CH3:8][C:4]1[C:3]([CH2:2][S:13][CH2:12][CH2:11][NH2:10])=[CH:7][S:6][N:5]=1

Participants

4

Reactant 3

HCID 260Hydrogen BromideHCID 9082Cysteamine HydrochlorideHCID 20550175(3-Methyl-1,2-thiazol-4-YL)methanol

Product 1

HCID 205501323-Methyl-4-[(2-aminoethyl)thiomethyl]isothiazole hydrobromide

Procedure

Reacting 4-hydroxymethyl-3-methylisothiazole (3.0 g) with cysteamine hydrochloride (2.8 g) in 48% aqueous hydrobromic acid (50 ml) by the procedure of Example 29 (ii) gives 3-methyl-4-[(2-aminoethyl)thiomethyl]isothiazole hydrobromide. The base is obtained by basifying with aqueous potassium carbonate, extracting with chloroform, drying the extracts over magnesium sulphate and concentrating. Using the amine (5.0 g) as the starting material in the procedure of Example 47 (ii) yields the title compound.

Sources & evidence

ORD record
ord-0d44aa0fc4a04cabb912cc3b232c9538
Source dataset
uspto-grants-1977_03
Patent number
US04013769

Reaction notes

Loading…