Sulfuric Acid → N-(4,6-Bis-propylamino-[1,3,5]triazin-2-yl)-N-isopropyl-hydroxylamine hydrogen sulfate

HRID 530059Notes

Reaction equation

HRID 530059 reaction equation
[CH2:1]([NH:4][C:5]1[N:10]=[C:9]([NH:11][CH2:12][CH2:13][CH3:14])[N:8]=[C:7]([N:15]([CH:17]([CH3:19])[CH3:18])[OH:16])[N:6]=1)[CH2:2][CH3:3].[OH:20][S:21]([OH:24])(=[O:23])=[O:22]>>[S:21]([OH:24])([OH:23])(=[O:22])=[O:20].[CH2:1]([NH:4][C:5]1[N:10]=[C:9]([NH:11][CH2:12][CH2:13][CH3:14])[N:8]=[C:7]([N:15]([CH:17]([CH3:19])[CH3:18])[OH:16])[N:6]=1)[CH2:2][CH3:3]

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 57377907N-(4,6-bis-propylamino-[1,3,5]triazin-2-yl)-N-isopropyl-hydroxylamine

Product 1

HCID 86665977N-(4,6-Bis-propylamino-[1,3,5]triazin-2-yl)-N-isopropyl-hydroxylamine hydrogen sulfate

Procedure

N-(4,6-Bis-propylamino-[1,3,5]triazin-2-yl)-N-isopropyl-hydroxylamine hydrogen sulfate (LVI) was prepared from N-(4,6-bis-propylamino-[1,3,5]triazin-2-yl)-N-isopropyl-hydroxylamine (LV) and 95% H2SO4 as described in Example 20 (95% yield). 200 MHz 1H NMR (DMSO-d6, ppm) 11.5-11.1 (1H, br s), 10.66-10.40 (1H, m), 8.45 (1H, s), 7.75-7.36 (1H, m), 4.77-4.55 (1H, m), 3.30-3.16 (4H, m), 1.61-1.44 (4H, m), 1.17 (6H, t, J=7.0 Hz), 0.89 (3H, t, J=7.3 Hz), 0.86 (3H, t, J=7.3 Hz). ESI-MS (m/z) 269 [M+H]+. M.P.: 154-156° C.

Sources & evidence

ORD record
ord-4dd6d4e1b0d04becb70e83d949687f16
Source dataset
uspto-grants-2016_05
Patent number
US09351972B2

Reaction notes

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