Sulfate Ion → 3-[(2-Aminoethyl)thiomethyl]pyridazine dipicrate

HRID 903719Notes

Reaction equation

HRID 903719 reaction equation
OCC1N=[N:5][CH:6]=CC=1.[C:9]1([C:23]([O-:24])=[C:19]([N+:20]([O-:22])=[O:21])[CH:18]=[C:14]([N+:15]([O-:17])=[O:16])[CH:13]=1)[N+:10]([O-:12])=[O:11].[NH2:25][CH2:26][CH2:27][S:28][CH2:29][C:30]1[N:31]=[N:32][CH:33]=[CH:34][CH:35]=1.[S:36]([O-:40])([O-:39])(=[O:38])=[O:37]>>[C:19]1([C:23]([OH:24])=[C:9]([N+:10]([O-:12])=[O:11])[CH:13]=[C:14]([N+:15]([O-:17])=[O:16])[CH:18]=1)[N+:20]([O-:22])=[O:21].[C:19]1([C:23]([OH:24])=[C:9]([N+:10]([O-:12])=[O:11])[CH:13]=[C:14]([N+:15]([O-:17])=[O:16])[CH:18]=1)[N+:20]([O-:22])=[O:21].[NH2:25][CH2:26][CH2:27][S:28][CH2:29][C:30]1[N:31]=[N:32][CH:33]=[CH:34][CH:35]=1.[S:36]([OH:40])([OH:39])(=[O:38])=[O:37].[N:32]1[CH:33]=[CH:34][CH:35]=[C:30]([CH2:29][S:28][CH2:27][CH2:26][NH:25][C:6]([NH2:5])=[NH:10])[N:31]=1

Participants

6

Reactant 4

HCID 1117Sulfate IonHCID 27945753-(Hydroxymethyl)pyridazineHCID 4432340PicrateHCID 202425053-[(2-Aminoethyl)thiomethyl]pyridazine

Product 2

HCID 867372733-[(2-Aminoethyl)thiomethyl]pyridazine dipicrateHCID 178513026HCID 178513026, compound

Procedure

By the procedure of Example 1, using 3-hydroxymethylpyridazine, the intermediate 3-[(2-aminoethyl)thiomethyl]pyridazine dipicrate, m.p. 145°-148° is prepared. Converting this picrate to the dihydrobromide, then to the free base by the procedure of Example 1 and reacting the 3-[(2-aminoethyl)thiomethyl]pyridazine with S-methylsiothiouronium sulphate by the procedure of Example 1 gives the title compound.

Sources & evidence

ORD record
ord-fc36eafd42d14dd386759eccec607015
Source dataset
uspto-grants-1980_10
Patent number
US04228291

Reaction notes

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