1,8-Octanediamine, 4-(aminomethyl)- → HCID 20272137, compound

HRID 484947Notes

Reaction equation

HRID 484947 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][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]([NH:19][CH:20]2[CH2:25][C:24]([CH3:27])([CH3:26])[NH:23][C:22]([CH3:29])([CH3:28])[CH2:21]2)[N:3]=1.[NH2:30][CH2:31][CH2:32][CH2:33][CH:34]([CH2:40][NH2:41])[CH2:35][CH2:36][CH2:37][CH2:38][NH2:39]>O>[CH3:28][C:22]1([CH3:29])[CH2:21][CH:20]([NH:19][C:4]2[N:5]=[C:6]([NH:8][CH:9]3[CH2:14][C:13]([CH3:16])([CH3:15])[NH:12][C:11]([CH3:18])([CH3:17])[CH2:10]3)[N:7]=[C:2]([NH:30][CH2:31][CH2:32][CH2:33][CH:34]([CH2:40][NH:41][C:2]3[N:7]=[C:6]([NH:8][CH:9]4[CH2:14][C:13]([CH3:16])([CH3:15])[NH:12][C:11]([CH3:17])([CH3:18])[CH2:10]4)[N:5]=[C:4]([NH:19][CH:20]4[CH2:25][C:24]([CH3:26])([CH3:27])[NH:23][C:22]([CH3:28])([CH3:29])[CH2:21]4)[N:3]=3)[CH2:35][CH2:36][CH2:37][CH2:38][NH:39][C:2]3[N:3]=[C:4]([NH:19][CH:20]4[CH2:25][C:24]([CH3:27])([CH3:26])[NH:23][C:22]([CH3:29])([CH3:28])[CH2:21]4)[N:5]=[C:6]([NH:8][CH:9]4[CH2:10][C:11]([CH3:18])([CH3:17])[NH:12][C:13]([CH3:16])([CH3:15])[CH2:14]4)[N:7]=3)[N:3]=2)[CH2:25][C:24]([CH3:27])([CH3:26])[NH:23]1

Participants

4

Reactant 2

HCID 942111,8-Octanediamine, 4-(aminomethyl)-HCID 214680172-Chloro-4,6-bis(2,2,6,6-tetramethyl-4-piperidylamino)-1,3,5-triazine

Product 1

HCID 20272137HCID 20272137, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5.1 g of 2-chloro-4,6-bis[N-(2,2,6,6-tetramethyl-4-piperidyl)amino]-1,3,5-triazine [prepared as described in Preparation 9(b)] were reacted with 0.7 g of 1,8-diamino-4-aminomethyloctane, following the procedure described in Example 9. After completion of the reaction, the reaction mixture was poured into water and extracted with chloroform. The extract was dried over anhydrous potassium carbonate, and the solvent was distilled off. The residue was purified by column chromatography through silica gel, eluted with a 8:2:1 by volume mixture of ethyl acetate, ethanol and triethylamine, to give the desired Compound No. 1 in the form of crystals melting at 148°-158° C.

Workup

  1. customAfter completion of the reaction
  2. extractionextracted with chloroform
  3. dry with materialThe extract was dried over anhydrous potassium carbonate
  4. distillationthe solvent was distilled off
  5. customThe residue was purified by column chromatography through silica gel
  6. washeluted with a 8:2:1 by volume mixture of ethyl acetate, ethanol and triethylamine

Sources & evidence

ORD record
ord-1ea1e17b3bb245cf80c2b46ec1cd01fe
Source dataset
uspto-grants-1985_08
Patent number
US04533688

Reaction notes

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