Methylamine → 3-{2-[(2-Dimethylaminomethyl-4-thiazolyl)methylthio]ethylamino}-4-methylamino-1,2,5-thiadiazole 1-oxide

HRID 2418050Notes

Reaction equation

HRID 2418050 reaction equation
COC1C(OC)=NS(=O)N=1.[CH3:11][N:12]([CH2:14][C:15]1[S:16][CH:17]=[C:18]([CH2:20][S:21][CH2:22][CH2:23][NH2:24])[N:19]=1)[CH3:13].CN(CC1SC=C(CSC[CH2:37][NH:38][C:39]2[C:43](OC)=[N:42][S:41](=[O:46])[N:40]=2)N=1)C.CN>CO>[CH3:13][N:12]([CH2:14][C:15]1[S:16][CH:17]=[C:18]([CH2:20][S:21][CH2:22][CH2:23][NH:24][C:43]2[C:39]([NH:38][CH3:37])=[N:40][S:41](=[O:46])[N:42]=2)[N:19]=1)[CH3:11]

Participants

6

Reactant 4

HCID 6329MethylamineHCID 109773182-(Dimethylaminomethyl)-4-(2-aminoethylthiomethyl)thiazoleHCID 129139473,4-Dimethoxy-1,2,5-thiadiazole 1-oxideHCID 204021103-{2-[(2-Dimethylaminomethyl-4-thiazolyl)methylthio]ethylamino}-4-methoxy-1,2,5-thiadiazole 1-oxide

Product 1

HCID 159641463-{2-[(2-Dimethylaminomethyl-4-thiazolyl)methylthio]ethylamino}-4-methylamino-1,2,5-thiadiazole 1-oxide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

When a methanol suspension of 3,4-dimethoxy-1,2,5-thiadiazole 1-oxide [prepared in Example 4, Step A] is reacted with an equimolar amount of 2-[(2-dimethylaminomethyl-4-thiazolyl)methylthio]ethylamine [prepared in Example 33, Step E] and the resulting 3-{2-[(2-dimethylaminomethyl-4-thiazolyl)methylthio]ethylamino}-4-methoxy-1,2,5-thiadiazole 1-oxide is treated with methylamine, the title compound is thereby produced.

Sources & evidence

ORD record
ord-47d9a34a946e48cbb9f5230f7d4eb854
Source dataset
uspto-grants-1984_09
Patent number
US04471122

Reaction notes

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