Ammonium Chloride → 5-Methyl-1,3,4-thiadiazole-2-carboximidamide hydrochloride

Reaction equation

[CH3:1][C:2]1[S:6][C:5]([C:7]#[N:8])=[N:4][N:3]=1.C[O-].[Na+].[Cl-:12].[NH4+:13]>>[ClH:12].[CH3:1][C:2]1[S:6][C:5]([C:7](=[NH:13])[NH2:8])=[N:4][N:3]=1

Participants

Reactant 3

HCID 25517Ammonium Chloride

HCID 10942334Sodium Methoxide

HCID 185439255-Methyl-1,3,4-thiadiazole-2-carbonitrile

Product 1

HCID 900429855-Methyl-1,3,4-thiadiazole-2-carboximidamide hydrochlorideYield 70%

Procedure

5-methyl-1,3,4-thiadiazole-2-carbonitrile (1.25 g, 10 mmol) was reacted with sodium methoxide (0.54 g, 10 mmol) and ammonium chloride (0.64 g, 12 mmol) according to the procedure as described in Example 61, Step B to give the title compound as a yellowish solid (1.25 g, 70%). The compound was characterized by the following spectroscopic data:

Sources & evidence

ORD record: ord-9f7847bf72fa422d8321bbcd3833e6bb
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09340538B2

Reaction notes

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