Tetrahydrofuran → HCID 57384285, compound

HRID 2190510Notes

Reaction equation

HRID 2190510 reaction equation
[CH3:1][NH:2][C:3]1[CH:4]=[C:5]([CH:21]=[CH:22][C:23]=1[N+:24]([O-])=O)[O:6][C:7]1[CH:8]=[C:9]([NH:13][C:14](=[O:20])[O:15][C:16]([CH3:19])([CH3:18])[CH3:17])[CH:10]=[CH:11][CH:12]=1.O1CCCC1.[H][H]>[C].[Pd].C(O)C>[NH2:24][C:23]1[CH:22]=[CH:21][C:5]([O:6][C:7]2[CH:8]=[C:9]([NH:13][C:14](=[O:20])[O:15][C:16]([CH3:19])([CH3:18])[CH3:17])[CH:10]=[CH:11][CH:12]=2)=[CH:4][C:3]=1[NH:2][CH3:1]

Participants

6

Reactant 3

HCID 8028TetrahydrofuranHCID 57387819HCID 57387819, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 57384285HCID 57384285, compoundYield 100.9%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

Using tert-butyl {3-[3-(methylamino)-4-nitrophenoxy]phenyl}carbamate (10.9 g, 30.4 mmol), 10% palladium-carbon (1.8 g), tetrahydrofuran (150 mL), ethanol (100 mL) and hydrogen (3 atm) as starting materials, and in the same manner as in Example C1(iii), the title compound (10.1 g) was obtained as a black tar-like substance.

Sources & evidence

ORD record
ord-db9a3a26165347b285d3c8462e5aa294
Source dataset
uspto-grants-2012_12
Patent number
US08324395B2

Reaction notes

Loading…