3,4-Dimethoxy-1,2,5-thiadiazole 1,1-dioxide → N'-(4-methoxy-1,1-dioxo-1,2,5-thiadiazol-3-yl)-N,N-dimethylhex-2-yne-1,6-diamine

HRID 977987Notes

Reaction equation

HRID 977987 reaction equation
[CH3:1][O:2][C:3]1[C:7](OC)=[N:6][S:5](=[O:11])(=[O:10])[N:4]=1.[CH3:12][N:13]([CH3:21])[CH2:14][C:15]#[C:16][CH2:17][CH2:18][CH2:19][NH2:20]>>[CH3:1][O:2][C:3]1[C:7]([NH:20][CH2:19][CH2:18][CH2:17][C:16]#[C:15][CH2:14][N:13]([CH3:21])[CH3:12])=[N:6][S:5](=[O:11])(=[O:10])[N:4]=1

Participants

3

Reactant 2

HCID 122305383,4-Dimethoxy-1,2,5-thiadiazole 1,1-dioxideHCID 201476536-Dimethylaminohex-4-ynylamine

Product 1

HCID 178494327N'-(4-methoxy-1,1-dioxo-1,2,5-thiadiazol-3-yl)-N,N-dimethylhex-2-yne-1,6-diamine

Procedure

In a similar manner to Example 1, 3,4-dimethoxy-1,2,5-thiadiazole-1,1-dioxide (1.0 g) and 6-(dimethylamino)hex-4-ynylamine (0.79 g) were reacted to give a solution of 3-methoxy-4-[6-dimethylaminohex-4-ynylamino]-1,2,5-thiadiazole-1,1-dioxide. Reaction with ammonia and purification as in Example 1 gave the title compound (0.62 g), m.p. 183°-5° C. (recrystallisation from acetonitrile).

Sources & evidence

ORD record
ord-572249b7d9744b16b263da96cb2f10d5
Source dataset
uspto-grants-1987_05
Patent number
US04663331

Reaction notes

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