Dibenzylamine → HCID 70281063, compound

HRID 1757575Notes

Reaction equation

HRID 1757575 reaction equation
[CH2:1]([NH:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.FC(F)(F)S(O[C:29]1[C:34]([N+:35]([O-:37])=[O:36])=[C:33]([NH:38][CH2:39][CH2:40][CH2:41][CH3:42])[CH:32]=[C:31]([CH3:43])[N:30]=1)(=O)=O>C1(C)C=CC=CC=1>[CH2:39]([NH:38][C:33]1[CH:32]=[C:31]([CH3:43])[N:30]=[C:29]([N:8]([CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:34]=1[N+:35]([O-:37])=[O:36])[CH2:40][CH2:41][CH3:42]

Participants

5

Reactant 3

HCID 7656DibenzylamineHCID 8471TriethylamineHCID 19038985HCID 19038985, compound

Product 1

HCID 70281063HCID 70281063, compoundYield 97.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Dibenzylamine (1.04 g, 5.28 mmole), triethylamine (0.53 g, 5.28 mmole), 4-butylamino-6-methyl-3-nitro-2-pyridinyl trifluoromethanesulfonate (1.72 g, 5.28 mmole) and toluene (45 mL) were combined and heated at reflux for 18 hours. The reaction mixture was cooled to ambient temperature then filtered through a layer of silica gel. The silica gel was eluted with methylene chloride. The combined organic filtrates were evaporated to provide 2.08 g of an oily semisolid.

Workup

  1. temperatureheated
  2. temperatureat reflux for 18 hours
  3. filtrationthen filtered through a layer of silica gel
  4. washThe silica gel was eluted with methylene chloride
  5. customThe combined organic filtrates were evaporated

Sources & evidence

ORD record
ord-0b723b28fba5475ba2c11375e45efdff
Source dataset
uspto-grants-1995_08
Patent number
US05446153

Reaction notes

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