Dabco → HCID 54068375, compound

HRID 1833832Notes

Reaction equation

HRID 1833832 reaction equation
C1N2CCN(CC2)C1.[CH3:9][N:10]=[C:11]=[O:12].[CH3:13][NH:14][C:15](=[O:24])[CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([NH2:23])[CH:18]=1>O1CCOCC1>[CH3:13][NH:14][C:15](=[O:24])[CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([NH:23][C:11]([NH:10][CH3:9])=[O:12])[CH:18]=1

Participants

5

Reactant 3

HCID 9237DabcoHCID 12228Methyl IsocyanateHCID 286896562-(3-Aminophenyl)-N-methylacetamide

Product 1

HCID 54068375HCID 54068375, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

0.1 g of triethylenediamine, followed by 5.7 g (0.1 mol) of methyl isocyanate, was added to a solution of 16.4 g (0.1 mol) of 3-amino-phenylacetic acid methylamide in 100 ml of dioxane at room temperature. The mixture was stirred for a further 3 hours at 40° to 50° C. After cooling, the crystalline precipitate which had separated out was filtered off and dried. After recrystallization from ethanol, 19.5 g (88% of theory) of 3-(N'-methylureido)-phenylacetic acid methylamide of melting point 175°-177° C were obtained.

Workup

  1. temperatureAfter cooling
  2. customthe crystalline precipitate which had separated out
  3. filtrationwas filtered off
  4. customdried
  5. customAfter recrystallization from ethanol, 19.5 g (88% of theory) of 3-(N'-methylureido)-phenylacetic acid methylamide of melting point 175°-177° C
  6. customwere obtained

Sources & evidence

ORD record
ord-33a615114c6d4d6ab2ee1aba98e87d10
Source dataset
uspto-grants-1978_01
Patent number
US04067726

Reaction notes

Loading…