Phosphorus oxychloride → HCID 86747000, compound

HRID 1492204Notes

Reaction equation

HRID 1492204 reaction equation
[CH3:1][N:2]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][O:9][CH3:10])[C:3]1=O.[NH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[N:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1.P(Cl)(Cl)(Cl)=O.[C:30]([OH:37])(=[O:36])/[CH:31]=[CH:32]/[C:33]([OH:35])=[O:34]>C1C=CC=CC=1.CO>[C:30]([OH:37])(=[O:36])/[CH:31]=[CH:32]/[C:33]([OH:35])=[O:34].[CH3:1][N:2]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][O:9][CH3:10])[C:3]1=[N:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[N:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1

Participants

7

Reactant 4

HCID 24813Phosphorus oxychlorideHCID 444972Fumaric AcidHCID 7357562-MorpholinoanilineHCID 15746398HCID 15746398, compound

Product 1

HCID 86747000HCID 86747000, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolvent2×HCID 887MethanolSolvent

Procedure

Reaction of 1-methyl-3-(2-methoxyethyl)-2-imidazolidinone (11.4 g) in benzene (60 ml) with 4-(2-aminophenyl)morpholine (8.9 g) in benzene (80 ml) in the presence of phosphorus oxychloride (7.2 ml) for 30 hours at 80°-85° C. gave an oil a portion of which (1.8 g) was dissolved in methanol (10 ml) and treated with fumaric acid (0.9 g) to give 4-{2-[1-methyl-3-(2-methoxyethyl)-2-imidazolidinylideneamino]phenyl}morpholine monofumarate (m.p. 127°-129° C.) which was recrystallised from propan-2-ol.

Workup

  1. customgave an oil a portion of which (1.8 g)

Sources & evidence

ORD record
ord-6a8e45b46de941afb4be4e6d8735d8ef
Source dataset
uspto-grants-1994_12
Patent number
US05373008

Reaction notes

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