3-Amino-4-methoxy-1,2,5-thiadiazole 1-oxide → HCID 23312508, compound

Reaction equation

CN(CC1N=C(OCCCN)C=CC=1)C.NC1C(OC)=NS(=O)N=1.[NH2:25][C:26]1[C:30]([NH:31][CH2:32][CH2:33][CH2:34][O:35][C:36]2[CH:41]=[CH:40][CH:39]=[C:38]([CH2:42][N:43]3[CH2:48]CCC[CH2:44]3)[N:37]=2)=[N:29][S:28](=O)[N:27]=1>>[NH2:25][C:26]1[C:30]([NH:31][CH2:32][CH2:33][CH2:34][O:35][C:36]2[CH:41]=[CH:40][CH:39]=[C:38]([CH2:42][N:43]([CH3:44])[CH3:48])[N:37]=2)=[N:29][S:28][N:27]=1

Participants

Reactant 3

HCID 159612163-Amino-4-methoxy-1,2,5-thiadiazole 1-oxide

HCID 15961340HCID 15961340, compound

HCID 21292013HCID 21292013, compound

Product 1

HCID 23312508HCID 23312508, compound

Procedure

When a methanolic solution of 3-(6-dimethylaminomethyl-2-pyridyloxy)propylamine [prepared according to published U.K. patent application No. 2,098,988] is reacted with 3-amino-4-methoxy-1,2,5-thiadiazole 1-oxide according to the general procedure described in U.K. patent application No. 2,067,987 and the resulting 3-amino-4-[3-(6-piperidinomethyl-2-pyridyloxy)propylamino]-1,2,5-thiadiazole 1-oxide is successively reacted by the general procedure described in Example 1, Step A, and then by either Example 1, Step B, or Example 10, the title compound is thereby produced.