Ammonia → 3-Amino-4-{2-[(6-dimethylaminomethyl-2-pyridyl)methylthio]ethylamino}-1,2,5-thiadiazole 1-oxide

HRID 1075111Notes

Reaction equation

CO[C:3]1[C:7](OC)=[N:6][S:5](=[O:10])[N:4]=1.[CH3:11][N:12]([CH2:14][C:15]1[N:20]=[C:19]([CH2:21][S:22][CH2:23][CH2:24][NH2:25])[CH:18]=[CH:17][CH:16]=1)[CH3:13].[NH3:26]>>[NH2:26][C:3]1[C:7]([NH:25][CH2:24][CH2:23][S:22][CH2:21][C:19]2[CH:18]=[CH:17][CH:16]=[C:15]([CH2:14][N:12]([CH3:11])[CH3:13])[N:20]=2)=[N:6][S:5](=[O:10])[N:4]=1

Participants

Reactant 3

HCID 222Ammonia

HCID 129139473,4-Dimethoxy-1,2,5-thiadiazole 1-oxide

HCID 212920152-[(6-Dimethylaminomethyl-2-pyridyl)methylthio]ethylamine

Product 1

HCID 159641493-Amino-4-{2-[(6-dimethylaminomethyl-2-pyridyl)methylthio]ethylamino}-1,2,5-thiadiazole 1-oxide

Procedure

When a methanolic solution of 3,4-dimethoxy-1,2,5-thiadiazole 1-oxide is successively treated with an equimolar amount of 2-[(6-dimethylaminomethyl-2-pyridyl)methylthio]ethylamine [prepared in Step C] and excess ammonia, the title compound is thereby produced.

Sources & evidence

ORD record: ord-e1215fb261eb46c386a2c2d701fc1cb7
Source dataset: uspto-grants-1983_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04394508

Reaction notes

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