3,4-Dimethoxy-1,2,5-thiadiazole 1-oxide → 3-Methoxy-4-[7-dimethylaminohept-5-ynylamino]-1,2,5-thiadiazole-1-oxide

HRID 977985Notes

Reaction equation

HRID 977985 reaction equation
[CH3:1][O:2][C:3]1[C:7](OC)=[N:6][S:5](=[O:10])[N:4]=1.[CH3:11][N:12]([CH3:21])[CH2:13][C:14]#[C:15][CH2:16][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][CH2:16][C:15]#[C:14][CH2:13][N:12]([CH3:11])[CH3:21])=[N:6][S:5](=[O:10])[N:4]=1

Participants

3

Reactant 2

HCID 129139473,4-Dimethoxy-1,2,5-thiadiazole 1-oxideHCID 201476467-(Dimethylamino)hept-5-ynylamine

Product 1

HCID 201476573-Methoxy-4-[7-dimethylaminohept-5-ynylamino]-1,2,5-thiadiazole-1-oxide

Procedure

In a similar manner to Example 1, 3,4-dimethoxy-1,2,5-thiadiazole-1-oxide (1.57 g) and 7-(dimethylamino)hept-5-ynylamine (1.5 g) were reacted to give a solution of 3-methoxy-4-[7-dimethylaminohept-5-ynylamino]-1,2,5-thiadiazole-1-oxide. Reaction with ammonia gas and purification as in Example 1 gave the title compound (1.8 g), m.p. 154°-5° C. (recrystallisation from isopropanolethyl acetate).

Sources & evidence

ORD record
ord-5c67bf7cd9b8469bbb301a9f58d66925
Source dataset
uspto-grants-1987_05
Patent number
US04663331

Reaction notes

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