Methylamine → HCID 15572612, compound

HRID 903953Notes

Reaction equation

HRID 903953 reaction equation
C([O:3][C:4](=O)[CH:5]([OH:23])[CH:6]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[O:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[N+:14]([O-:16])=[O:15])C.[CH3:25][NH2:26]>C(O)C>[CH3:25][NH:26][C:4](=[O:3])[CH:5]([OH:23])[CH:6]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[O:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[N+:14]([O-:16])=[O:15]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 15572611HCID 15572611, compound

Product 1

HCID 15572612HCID 15572612, compoundYield 94.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

40 g of ethyl-2-hydroxy-3-phenyl-3-(2-nitro-phenoxy)-propionate in 1 liter of 95° ethyl alcohol and 250 ml of 35% methylamine was heated in a stopped vessel at 40°-50° C. for 24 hours. The whole was evaporated to dryness under vacuum, taken up with 200 ml of absolute ethyl alcohol, again evaporated to dryness and the residue crystallized from isopropanol. There was in this way obtained 36 g (94.2%) of N-methyl-2-hydroxy-3-phenyl-3-(2-nitro-phenoxy)-propionamide, melting point 162°-163° C.

Workup

  1. customThe whole was evaporated to dryness under vacuum
  2. customagain evaporated to dryness
  3. customthe residue crystallized from isopropanol

Sources & evidence

ORD record
ord-7f52b14838d34cb6aa33d91f8f29835d
Source dataset
uspto-grants-1980_10
Patent number
US04229449

Reaction notes

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