Water → ethyl N-(4-formyl-2-nitrophenyl)glycine

HRID 1723096Notes

Reaction equation

HRID 1723096 reaction equation
Cl.[CH2:2]([NH:4][CH2:5][C:6]([OH:8])=[O:7])[CH3:3].O.F[C:11]1[CH:18]=[CH:17][C:14]([CH:15]=[O:16])=[CH:13][C:12]=1[N+:19]([O-:21])=[O:20].C(=O)([O-])O.[Na+]>C(O)C>[CH2:2]([N:4]([C:11]1[CH:18]=[CH:17][C:14]([CH:15]=[O:16])=[CH:13][C:12]=1[N+:19]([O-:21])=[O:20])[CH2:5][C:6]([OH:8])=[O:7])[CH3:3]

Participants

6

Reactant 4

HCID 962WaterHCID 516892Sodium BicarbonateHCID 5981294-Fluoro-3-nitrobenzaldehydeHCID 19011402N-Ethylglycine--hydrogen chloride (1/1)

Product 1

HCID 86743322ethyl N-(4-formyl-2-nitrophenyl)glycineYield 79%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

(a-1) To a stirred solution of 1.4 parts of ethyl glycine hydrochloride in 10 parts of water was added a solution of 1.7 parts of 4-fluoro-3-nitrobenzaldehyde in 8 parts of ethanol. Then there were added 1.76 parts of sodium hydrogen carbonate and stirring at room temperature was continued for 48 hours. The precipitated product was filtered off, washed successively with water, ethanol and 2,2'-oxybispropane, and dried, yielding 2 parts (79%) of ethyl N-(4-formyl-2-nitrophenyl)-glycine; mp. 90° C. (int. 29).

Workup

  1. filtrationThe precipitated product was filtered off
  2. washwashed successively with water, ethanol and 2,2'-oxybispropane
  3. customdried

Sources & evidence

ORD record
ord-8b14977da1324c5595970fe82a0ca1ef
Source dataset
uspto-grants-1989_08
Patent number
US04859684

Reaction notes

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