HCID 18667490, compound → HCID 18667627, compound

HRID 1059963Notes

Reaction equation

HRID 1059963 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([N+:10]([O-])=O)[CH:7]=[C:6]([C:13]2[CH:18]=[C:17]([O:19][CH3:20])[CH:16]=[CH:15][N:14]=2)[C:5]=1[CH3:21])([O-])=O>O1CCCC1.C(O)C.[Pd]>[NH2:1][C:4]1[CH:9]=[C:8]([NH2:10])[CH:7]=[C:6]([C:13]2[CH:18]=[C:17]([O:19][CH3:20])[CH:16]=[CH:15][N:14]=2)[C:5]=1[CH3:21]

Participants

5

Reactant 1

HCID 18667490HCID 18667490, compound

Product 1

HCID 18667627HCID 18667627, compoundYield 98.4%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A suspension of 2,4-dinitro-6-(4-methoxypyridin-2-yl)toluene (132 mg) in tetrahydrofuran (2 ml) and ethanol (2 ml) was hydrogenated over palladium on carbon (10% w/w, 50% wet, 50 mg) under a hydrogen atmosphere for 4 hours. The catalyst was filtered off, and the filtrate was evaporated under reduced pressure to give 2,4-diamino-6-(4-methoxypyridin-2-yl)toluene (103 mg).

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-8f52e2b16bb34db68a41952ab4c433f9
Source dataset
uspto-grants-2003_02
Patent number
US06521643B1

Reaction notes

Loading…