Dimethylformamide → N-(5-fluoro-4-methyl-2-nitrophenyl)glycine ethyl ester

HRID 1870201Notes

Reaction equation

HRID 1870201 reaction equation
[F:1][C:2]1[CH:7]=[C:6](F)[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][C:3]=1[CH3:12].C(N(CC)CC)C.CN(C=O)C.Cl.[CH2:26]([O:28][C:29](=[O:32])[CH2:30][NH2:31])[CH3:27]>C1COCC1>[CH2:26]([O:28][C:29](=[O:32])[CH2:30][NH:31][C:6]1[CH:7]=[C:2]([F:1])[C:3]([CH3:12])=[CH:4][C:5]=1[N+:9]([O-:11])=[O:10])[CH3:27]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 2723640Glycine ethyl ester, hydrochlorideHCID 186954591,5-Difluoro-2-methyl-4-nitrobenzene

Product 1

HCID 18695409N-(5-fluoro-4-methyl-2-nitrophenyl)glycine ethyl esterYield 61%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

By using 3.00 g of 2,4-difluoro-5-nitrotoluene, 8.77 g of triethylamine, 40 ml of DMF, 40 ml of THF and 2.42 g of glycine ethyl ester hydrochloride, 2.70 g (61%) of N-(5-fluoro-4-methyl-2-nitrophenyl)glycine ethyl ester was obtained.

Sources & evidence

ORD record
ord-2a9d892578fa485aa4a12b1bbde2cdd6
Source dataset
uspto-grants-2000_08
Patent number
US06096743

Reaction notes

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