Ammonia → (1-methyl-1H-1,2,4-triazol-3-yl)methanamine hydrochloride

HRID 277328

Reaction equation

[Cl:1][CH2:2][C:3]1[N:7]=[CH:6][N:5]([CH3:8])[N:4]=1.[NH3:9]>>[ClH:1].[CH3:8][N:5]1[CH:6]=[N:7][C:3]([CH2:2][NH2:9])=[N:4]1

Participants

Reactant 2

HCID 222Ammonia

HCID 103744983-(Chloromethyl)-1-methyl-1H-1,2,4-triazole

Product 1

HCID 18314526(1-methyl-1H-1,2,4-triazol-3-yl)methanamine hydrochlorideYield 92%

Conditions

Temperature: 80 °C

Procedure

A solution of 3-chloromethyl-1-methyl-1H-1,2,4-triazole (600 mg, 4.6 mmol) in aqueous ammonia (5 ml) was stirred and heated at 80° C. for 16 hours in a sealed tube. Upon cooling the volatiles were removed in vacuo (azeotroping with ethanol) to give the title compound (600 mg, 92%) as a colourless solid after drying under high vacuum. 1H NMR (250 MHz, d6-DMSO) δ 3.88 (3H, s), 4.04 (2H, s), 8.3 (3H, br s), 8.58 (1H, s).

Workup

temperatureUpon cooling the volatiles
customwere removed in vacuo (azeotroping with ethanol)

Sources & evidence

ORD record: ord-538943e8125443e88e28ca3562498ea8
Source dataset: uspto-grants-2002_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06355798B1

Linked notes

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