Ether hydrochloride → N-(4,6-bis-propylamino-[1,3,5]triazin-2-yl)-O-methyl-hydroxylamine hydrochloride

HRID 530048Notes

Reaction equation

[ClH:1].C(OCC)C.[CH2:7]([NH:10][C:11]1[N:16]=[C:15]([NH:17][CH2:18][CH2:19][CH3:20])[N:14]=[C:13]([NH:21][O:22][CH3:23])[N:12]=1)[CH2:8][CH3:9]>O1CCOCC1>[ClH:1].[CH2:7]([NH:10][C:11]1[N:16]=[C:15]([NH:17][CH2:18][CH2:19][CH3:20])[N:14]=[C:13]([NH:21][O:22][CH3:23])[N:12]=1)[CH2:8][CH3:9]

Participants

Conditions

Temperature: 0 °C

Procedure

A 2M HCl/ethyl ether (4.5 mL, 9.00 mmol) was added to the solution N-(4,6-bis-propylamino-[1,3,5]triazin-2-yl)-O-methyl-hydroxylamine (XLI) (2.17 g, 9.03 mmol) in 1,4-dioxane (5 mL) at 0° C. The mixture was stirred for 0.5 h at 0° C., volatiles were removed under reduced pressure to yield N-(4,6-bis-propylamino-[1,3,5]triazin-2-yl)-O-methyl-hydroxylamine hydrochloride (XLII) in quantitative yield. 400 MHz 1H NMR (DMSO-d6, ppm) 12.5-11.5 (2H, br s), 8.49 (1H, br s), 8.34 (1H, br s), 3.71 (3H, s), 3.34-3.16 (4H, m), 1.59-1.46 (4H, m), 0.94-0.83 (6H, m). ESI-MS (m/z) 241 [M+H]+.

Workup

customvolatiles were removed under reduced pressure

Sources & evidence

ORD record: ord-827aa490f8ed4ca69437388714b15187
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09351972B2

Reaction notes

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