6-chloro-2-N,4-N-dipropyl-1,3,5-triazine-2,4-diamine → HCID 57378016, compound

HRID 1752137Notes

Reaction equation

HRID 1752137 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.[CH:17]1([CH2:20][O:21][NH:22][CH3:23])[CH2:19][CH2:18]1>>[CH2:13]([NH:12][C:4]1[N:5]=[C:6]([NH:8][CH2:9][CH2:10][CH3:11])[N:7]=[C:2]([N:22]([CH3:23])[O:21][CH2:20][CH:17]2[CH2:19][CH2:18]2)[N:3]=1)[CH2:14][CH3:15]

Participants

3

Reactant 2

HCID 183046-chloro-2-N,4-N-dipropyl-1,3,5-triazine-2,4-diamineHCID 86665987HCID 86665987, compound

Product 1

HCID 57378016HCID 57378016, compoundYield 99%

Procedure

2-Chloro-N-(4,6-bis-(n-propylamino)-[1,3,5]triazine (XXXIV) was reacted with O-cyclopropylmethyl-N-methyl-hydroxylamine hydrochloride (XC) as described in Example 13, yielding (XCI) in 99% yield. 400 MHz 1H NMR (DMSO-d6, ppm) 6.91-6.77 (1H, m), 6.75-6.58 (1H, m), 3.77-3.64 (2H, m), 3.21-3.09 (7H, m), 1.54-1.41 (4H, m), 1.11-1.00 (1H, m), 0.88-0.80 (6H, m), 0.56-0.44 (2H, m), 0.32-0.20 (2H, m). ESI-MS (m/z) 295 [M+H]+.

Workup

  1. customyielding (XCI) in 99% yield

Sources & evidence

ORD record
ord-09219c918d484115b5f5435fa09445d5
Source dataset
uspto-grants-2015_10
Patent number
US09162992B2

Reaction notes

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