Methylamine → HCID 53976160, compound

HRID 2300680Notes

Reaction equation

HRID 2300680 reaction equation
Cl[C:2]1[O:3][C:4]([CH2:14][CH2:15][C:16]([OH:18])=[O:17])=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=2)[N:6]=1.[CH3:19][NH2:20]>CC(O)C>[Cl:13][C:10]1[CH:11]=[CH:12][C:7]([C:5]2[N:6]=[C:2]([NH:20][CH3:19])[O:3][C:4]=2[CH2:14][CH2:15][C:16]([OH:18])=[O:17])=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 118082582-Chloro-4-(4-chlorophenyl)-5-oxazolepropionic acid

Product 1

HCID 53976160HCID 53976160, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of 2-chloro-4-(4-chlorophenyl)-5-oxazolepropionic acid (1.43 g), an aqueous solution of 30% methylamine (4.0 ml) and 2-propanol (20 ml) was stirred in a sealed tube at 100° C. for 4 hours. The reaction mixture was concentrated, and water was added to the resulting residue. The pH was then adjusted 3 with 2 N hydrochloric acid. The crystals thus precipitated were collected by filtration to obtain 4-(4-chlorophenyl)-2-methylamino-5-oxazolepropionic acid (1.21 g, 86%). This was recrystallized from ethanol to give colorless prisms. mp 217-218° C.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. additionwater was added to the resulting residue
  3. customThe crystals thus precipitated
  4. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-999a1822a457434ea34f1968548e413b
Source dataset
uspto-grants-2002_12
Patent number
US06498179B1

Reaction notes

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