Sulfuric Acid → HCID 86665988, compound

HRID 530074Notes

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]([CH3:21])[O:16][CH2:17][CH:18]2[CH2:20][CH2:19]2)[N:6]=1)[CH2:2][CH3:3].[OH:22][S:23]([OH:26])(=[O:25])=[O:24]>>[S:23]([OH:26])([OH:25])(=[O:24])=[O:22].[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]([CH3:21])[O:16][CH2:17][CH:18]2[CH2:19][CH2:20]2)[N:6]=1)[CH2:2][CH3:3]

Participants

Reactant 2

HCID 1118Sulfuric Acid

HCID 57378016HCID 57378016, compound

Product 1

HCID 86665988HCID 86665988, compound

Procedure

N-(4,6-bis-propylamino-[1,3,5]triazin-2-yl)-O-cyclopropylmethyl-N-methyl-hydroxylamine (XCI) was reacted with 95% H2SO4 as described in Example 20, yielding (XCII) in quantitative yield. 400 MHz 1H-NMR (DMSO-d6, ppm) 11.6-11.0 (1H, br s), 8.7-8.4 (0.7H, br s), 8.2-8.0 (0.3H, br s), 7.89-7.42 (1H, m), 3.88-3.77 (2H, m), 3.42-3.18 (7H, m), 1.62-1.45 (4H, m), 1.24-1.13 (1H, m), 0.95-0.82 (6H, m), 0.61-0.52 (2H, m), 0.38-0.28 (2H, m). ESI-MS (m/z) 295 [M+H]+.

Sources & evidence

ORD record: ord-6a101136783c4579ab4404d012f310b6
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09351972B2

Reaction notes

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