3,4-Dimethoxy-1,2,5-thiadiazole 1,1-dioxide → N'-(4-methoxy-1,1-dioxo-1,2,5-thiadiazol-3-yl)-N,N-dimethylhept-2-yne-1,7-diamine

HRID 977986Notes

Reaction equation

HRID 977986 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]([CH3:22])[CH2:14][C:15]#[C:16][CH2:17][CH2:18][CH2:19][CH2:20][NH2:21]>>[CH3:1][O:2][C:3]1[C:7]([NH:21][CH2:20][CH2:19][CH2:18][CH2:17][C:16]#[C:15][CH2:14][N:13]([CH3:12])[CH3:22])=[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 201476467-(Dimethylamino)hept-5-ynylamine

Product 1

HCID 178494326N'-(4-methoxy-1,1-dioxo-1,2,5-thiadiazol-3-yl)-N,N-dimethylhept-2-yne-1,7-diamine

Procedure

In a similar manner to Example 1, 3,4-dimethoxy-1,2,5-thiadiazole-1,1-dioxide (1.07 g) and 7-(dimetylamino)hept-5-ynylamine (0.92 g) were reacted to give a solution of 3-methoxy-4-[7-dimethylaminohept-5-ynylamino]-1,2,5-thiadiazole-1,1-dioxide. Reaction with ammonia gas and purification as in Example 1 gave the title compound (1.08 g), m.p. 172°-4° C. (recrystallisation from acetonitrile).

Sources & evidence

ORD record
ord-25bcb679fe3349a78cb8754a2b516d21
Source dataset
uspto-grants-1987_05
Patent number
US04663331

Reaction notes

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