Ethanol → HCID 22636777, compound

HRID 2416301Notes

Reaction equation

HRID 2416301 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[C:8]([CH2:10][C:11]2[C:12]([NH2:18])=[N:13][C:14]([NH2:17])=[N:15][CH:16]=2)[CH:7]=[C:6]([O:19][CH2:20][CH3:21])[C:5]=1[C:22]1[CH:27]=[CH:26][C:25]([CH3:28])=[C:24]([N+:29]([O-])=O)[CH:23]=1)[CH3:2].O.C(O)C>C(O)(=O)C.[Pd]>[NH2:29][C:24]1[CH:23]=[C:22]([C:5]2[C:4]([O:3][CH2:1][CH3:2])=[CH:9][C:8]([CH2:10][C:11]3[C:12]([NH2:18])=[N:13][C:14]([NH2:17])=[N:15][CH:16]=3)=[CH:7][C:6]=2[O:19][CH2:20][CH3:21])[CH:27]=[CH:26][C:25]=1[CH3:28]

Participants

6

Reactant 3

HCID 702EthanolHCID 962WaterHCID 22636971HCID 22636971, compound

Product 1

HCID 22636777HCID 22636777, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

5-(2,6-Diethoxy-4′-methyl-3′-nitro-biphenyl-4-ylmethyl)-pyrimidine-2,4-diamine (105 mg; 0.25 mmol) is dissolved in acetic acid conc. (6 ml), water (0.3 ml) and ethanol (1.5 ml) and hydrogenated over Pd/C 10% (85 mg). The catalyst is then filtered off with suction and rinsed thoroughly with ethanol and the solvent is evaporated off. The residue is taken up in water (20 ml) and the pH is adjusted to approx. 9-10 with NH4OH conc., whereupon the product precipitates out. After stirring for 30 minutes, the product which has precipitated out is filtered off with suction, washed with water and dried under a high vacuum.

Workup

  1. filtrationThe catalyst is then filtered off with suction
  2. washrinsed thoroughly with ethanol
  3. customthe solvent is evaporated off
  4. customwhereupon the product precipitates out
  5. customthe product which has precipitated out
  6. filtrationis filtered off with suction
  7. washwashed with water
  8. customdried under a high vacuum

Sources & evidence

ORD record
ord-2a6dd56add164ceaa65e4df686fc0eff
Source dataset
uspto-grants-2004_11
Patent number
US06821980B1

Reaction notes

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