Cysteamine Hydrochloride → HCID 178494333, compound

HRID 2418053Notes

Reaction equation

HRID 2418053 reaction equation
ClCN1N=C(C)C=N1.S(Cl)(Cl)=O.O[CH2:14][C:15]1[S:16][CH:17]=[C:18]([CH3:20])[N:19]=1.Cl.[NH2:22][CH2:23][CH2:24][SH:25].C[O-].[Na+].[CH3:29][O:30][C:31]1[C:35](OC)=[N:34][S:33](=[O:39])(=[O:38])[N:32]=1>>[CH3:29][O:30][C:31]1[C:35]([NH:22][CH2:23][CH2:24][S:25][CH2:14][C:15]2[S:16][CH:17]=[C:18]([CH3:20])[N:19]=2)=[N:34][S:33](=[O:39])(=[O:38])[N:32]=1

Participants

7

Reactant 6

HCID 9082Cysteamine HydrochlorideHCID 24386Thionyl ChlorideHCID 10942334Sodium MethoxideHCID 122305383,4-Dimethoxy-1,2,5-thiadiazole 1,1-dioxideHCID 17750909(4-Methyl-1,3-thiazol-2-yl)methanolHCID 204469942-Chloromethyl-4-methyltriazole

Product 1

HCID 178494333HCID 178494333, compound

Procedure

When 2-chloromethyl-4-methyltriazole [prepared by the reaction of thionyl chloride and 2-hydroxymethyl-4-methylthiazole, which itself is prepared according to the procedure of J. Chem. Soc., (Suppl. Issue No. 1), S106-111 (1966) or Acta Chem. Scand., 20, 2649 (1966)] is reacted with cysteamine hydrochloride and about two equivalents of a strong base such as sodium methoxide, and the resultant amine is treated with 3,4-dimethoxy-1,2,5-thiadiazole 1,1-dioxide, there is produced 3-methoxy-4-{2-[(4-methylthiazol-2-yl)methylthio]ethylamino}-1,2,5-thiadiazole 1,1-dioxide. When the latter compound is reacted with methylamine according to the general procedure of Example 31, there is produced 3-methylamino-4-{2-[(4-methylthiazol-2-yl)methylthio]ethylamino}-1,2,5-thiadiazole 1,1-dioxide.

Workup

  1. customis prepared

Sources & evidence

ORD record
ord-568a3d4f7cf744ee82054eb05344c88f
Source dataset
uspto-grants-1984_09
Patent number
US04471122

Reaction notes

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