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

HRID 1702358Notes

Reaction equation

HRID 1702358 reaction equation
[CH3:1][N:2]([CH2:4][C:5]1[S:6][CH:7]=[C:8]([CH2:10][S:11][CH2:12][CH2:13][NH2:14])[N:9]=1)[CH3:3].CN(CC1SC=C(CSC[CH2:27][NH:28][C:29]2[C:33](OC)=[N:32][S:31](=[O:36])[N:30]=2)N=1)C.CN>CO>[CH3:3][N:2]([CH2:4][C:5]1[S:6][CH:7]=[C:8]([CH2:10][S:11][CH2:12][CH2:13][NH:14][C:33]2[C:29]([NH:28][CH3:27])=[N:30][S:31](=[O:36])[N:32]=2)[N:9]=1)[CH3:1]

Participants

5

Reactant 3

HCID 6329MethylamineHCID 109773182-(Dimethylaminomethyl)-4-(2-aminoethylthiomethyl)thiazoleHCID 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-thiaziazole 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-4cf3ad7c0a9a4b57930a97b2f742b2b7
Source dataset
uspto-grants-1983_04
Patent number
US04380639

Reaction notes

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