4-Nitrophenol → HCID 53939334, compound

HRID 1108312Notes

Reaction equation

HRID 1108312 reaction equation
[CH3:1][N:2]([CH3:20])[S:3]([C:6]1[O:7][C:8]2[C:9](=[C:11]([C:17]([OH:19])=[O:18])[CH:12]=[CH:13][C:14]=2[O:15][CH3:16])[CH:10]=1)(=[O:5])=[O:4].[N+:21]([C:24]1[CH:29]=[CH:28][C:27](O)=[CH:26][CH:25]=1)([O-:23])=[O:22].Cl.CN(C)CCCN=C=NCC.C(OCC)(=O)C>CN(C)C1C=CN=CC=1.ClCCl.CCCCCC>[N+:21]([C:24]1[CH:29]=[CH:28][C:27]([O:18][C:17]([C:11]2[CH:12]=[CH:13][C:14]([O:15][CH3:16])=[C:8]3[O:7][C:6]([S:3](=[O:5])(=[O:4])[N:2]([CH3:1])[CH3:20])=[CH:10][C:9]=23)=[O:19])=[CH:26][CH:25]=1)([O-:23])=[O:22]

Participants

8

Reactant 4

HCID 9804-NitrophenolHCID 8857Ethyl AcetateHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 18784851HCID 18784851, compound

Product 1

HCID 53939334HCID 53939334, compoundYield 86.9%

Reagents, catalysts & solvents 3

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolventHCID 8058HexaneSolvent

Procedure

Prepared from 2-dimethylsulfamyl-7-methoxybenzofuran-4-carboxylic acid (0.5 g), 4-nitrophenol (270 mg), 4-dimethylaminopyridine (11 mg) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (370 mg) in dichloromethane (30 ml). Trituration from ethyl acetate and hexane afforded the desired product as a cream solid (0.61 g).

Sources & evidence

ORD record
ord-c11396f68bb24090aa46e6fdf96fc20f
Source dataset
uspto-grants-2000_05
Patent number
US06066657

Reaction notes

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