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