1,8-Octanediamine, 4-(aminomethyl)- → 1,8-Bis[N-(2,4-bis[N-(3-methoxypropyl)-N-(2,2,6,6-tetramethylpiperid-4-yl)amino]-1,3,5-triazin-6-yl)amino]-4-[N-(2,4-bis[N-(3-methoxypropyl)-N-(2,2,6,6-tetramethylpiperid-4yl)amino]-1,3,5-triazin-6-yl)aminomethyl]octane

HRID 484946Notes

Reaction equation

HRID 484946 reaction equation
Cl[C:2]1[N:7]=[C:6]([N:8]([CH2:19][CH2:20][CH2:21][O:22][CH3:23])[CH:9]2[CH2:14][C:13]([CH3:16])([CH3:15])[NH:12][C:11]([CH3:18])([CH3:17])[CH2:10]2)[N:5]=[C:4]([N:24]([CH:30]2[CH2:35][C:34]([CH3:37])([CH3:36])[NH:33][C:32]([CH3:39])([CH3:38])[CH2:31]2)[CH2:25][CH2:26][CH2:27][O:28][CH3:29])[N:3]=1.[NH2:40][CH2:41][CH2:42][CH2:43][CH:44]([CH2:50][NH2:51])[CH2:45][CH2:46][CH2:47][CH2:48][NH2:49]>>[CH3:29][O:28][CH2:27][CH2:26][CH2:25][N:24]([C:4]1[N:5]=[C:6]([N:8]([CH:9]2[CH2:14][C:13]([CH3:15])([CH3:16])[NH:12][C:11]([CH3:17])([CH3:18])[CH2:10]2)[CH2:19][CH2:20][CH2:21][O:22][CH3:23])[N:7]=[C:2]([NH:40][CH2:41][CH2:42][CH2:43][CH:44]([CH2:50][NH:51][C:2]2[N:7]=[C:6]([N:8]([CH2:19][CH2:20][CH2:21][O:22][CH3:23])[CH:9]3[CH2:14][C:13]([CH3:16])([CH3:15])[NH:12][C:11]([CH3:17])([CH3:18])[CH2:10]3)[N:5]=[C:4]([N:24]([CH:30]3[CH2:31][C:32]([CH3:39])([CH3:38])[NH:33][C:34]([CH3:36])([CH3:37])[CH2:35]3)[CH2:25][CH2:26][CH2:27][O:28][CH3:29])[N:3]=2)[CH2:45][CH2:46][CH2:47][CH2:48][NH:49][C:2]2[N:3]=[C:4]([N:24]([CH:30]3[CH2:31][C:32]([CH3:38])([CH3:39])[NH:33][C:34]([CH3:37])([CH3:36])[CH2:35]3)[CH2:25][CH2:26][CH2:27][O:28][CH3:29])[N:5]=[C:6]([N:8]([CH:9]3[CH2:10][C:11]([CH3:18])([CH3:17])[NH:12][C:13]([CH3:16])([CH3:15])[CH2:14]3)[CH2:19][CH2:20][CH2:21][O:22][CH3:23])[N:7]=2)[N:3]=1)[CH:30]1[CH2:31][C:32]([CH3:39])([CH3:38])[NH:33][C:34]([CH3:37])([CH3:36])[CH2:35]1

Participants

3

Reactant 2

HCID 942111,8-Octanediamine, 4-(aminomethyl)-HCID 119706726-Chloro-N,N'-bis(3-methoxypropyl)-N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)-1,3,5-triazine-2,4-diamine

Product 1

HCID 202721271,8-Bis[N-(2,4-bis[N-(3-methoxypropyl)-N-(2,2,6,6-tetramethylpiperid-4-yl)amino]-1,3,5-triazin-6-yl)amino]-4-[N-(2,4-bis[N-(3-methoxypropyl)-N-(2,2,6,6-tetramethylpiperid-4yl)amino]-1,3,5-triazin-6-yl)aminomethyl]octane

Procedure

Following the procedure described in Example 1, 2-chloro-4,6-bis[N-(3-methoxypropyl)-N-(2,2,6,6-tetramethyl-4-piperidyl)amino]-1,3,5-triazine [prepared as described in Preparation 6(b)] and 1,8-diamino-4-aminomethyloctane were reacted together and the reaction mixture treated to yield a residue, which was purified by column chromatography through silica gel, eluted with 4:1:1 by volume mixture of ethyl acetate, ethanol and triethylamine, to give the desired Compound No. 32, in the form of crystals melting at 96°-99° C.

Workup

  1. customwere reacted together
  2. additionthe reaction mixture treated
  3. customto yield a residue, which
  4. customwas purified by column chromatography through silica gel
  5. washeluted with 4:1:1 by volume mixture of ethyl acetate, ethanol and triethylamine

Sources & evidence

ORD record
ord-fa56022b50cf4df5b63b4eb2171665b4
Source dataset
uspto-grants-1985_08
Patent number
US04533688

Reaction notes

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