6-chloro-2-N,4-N-dipropyl-1,3,5-triazine-2,4-diamine → N-(4,6-Bis-propylamino-[1,3,5]triazin-2-yl)-hydroxylamine

HRID 530050Notes

Reaction equation

Cl[C:2]1[N:7]=[C:6]([NH:8][CH2:9][CH2:10][CH3:11])[N:5]=[C:4]([NH:12][CH2:13][CH2:14][CH3:15])[N:3]=1.Cl.[NH2:17][OH:18]>>[CH2:13]([NH:12][C:4]1[N:5]=[C:6]([NH:8][CH2:9][CH2:10][CH3:11])[N:7]=[C:2]([NH:17][OH:18])[N:3]=1)[CH2:14][CH3:15]

Participants

Reactant 2

HCID 183046-chloro-2-N,4-N-dipropyl-1,3,5-triazine-2,4-diamine

HCID 443297Hydroxyamine hydrochloride

Product 1

HCID 57377803N-(4,6-Bis-propylamino-[1,3,5]triazin-2-yl)-hydroxylamine

Procedure

N-(4,6-Bis-propylamino-[1,3,5]triazin-2-yl)-hydroxylamine (XLV) was prepared from 2-chloro-N-(4,6-bis-(n-propylamino)-[1,3,5]triazine (XXXIV) and hydroxylamine hydrochloride as described in Example 13 (99% yield). 400 MHz 1H NMR (DMSO-d6, ppm) 9.0-8.6 (1H, br s), 8.39-8.14 (1H, s), 6.89-6.55 (2H, m), 3.23-3.06 (4H, m), 1.54-1.40 (4H, m), 0.84 (6H, t, J=7.4 Hz). ESI-MS (m/z): 227 [M+H]+. MP: 138-141° C.

Sources & evidence

ORD record: ord-8ea95c42582b4459bc55aeb749f91166
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09351972B2

Reaction notes

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