HCID 86640483, compound → HCID 59266799, compound

HRID 590639Notes

Reaction equation

HRID 590639 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:38]=[C:39]([N+:41]([O-])=O)[CH:40]=1)[C:7]([NH:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])[CH:18]=2)=[CH:12][CH:11]=1)=[O:8])([O-])=O>C(O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([CH:38]=[C:39]([NH2:41])[CH:40]=1)[C:7]([NH:9][C:10]1[CH:11]=[CH:12][C:13]([O:16][C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])[CH:18]=2)=[CH:14][CH:15]=1)=[O:8]

Participants

4

Reactant 1

HCID 86640483HCID 86640483, compound

Product 1

HCID 59266799HCID 59266799, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

3 g (0.005 mol) of the 3,5-dinitro-N-(4-(3-pentadecylphenoxy)phenyl)benzamide thus prepared is dissolved in 20 mL of ethanol and reduced using 0.1 g 10% Pd/C catalyst at 40° C. and 40 psi hydrogen pressure until no more hydrogen is absorbed. The catalyst is then filtered and the diamine recrystallized from the filtrate to yield 3,5-diamino-N-(4-(3-pentadecylphenoxy)phenyl)benzamide, of the formula

Workup

  1. customat 40° C.
  2. custom40 psi hydrogen pressure until no more hydrogen is absorbed
  3. filtrationThe catalyst is then filtered
  4. customthe diamine recrystallized from the filtrate

Sources & evidence

ORD record
ord-30b5b376f4d7463cadaef8a69f30154d
Source dataset
uspto-grants-2016_01
Patent number
US09234109B2

Reaction notes

Loading…