1,3-Dimethyl-2-imidazolidinone → 4-[2-(1,3-Dimethyl-2-imidazolidinylideneamino)benzyl]morpholine

HRID 1492299Notes

Reaction equation

HRID 1492299 reaction equation
[CH3:1][N:2]1[CH2:6][CH2:5][N:4]([CH3:7])[C:3]1=O.[NH2:9][C:10]1[CH:22]=[CH:21][CH:20]=[CH:19][C:11]=1[CH2:12][N:13]1[CH2:18][CH2:17][O:16][CH2:15][CH2:14]1.P(Cl)(Cl)(Cl)=O>C1C=CC=CC=1>[CH3:1][N:2]1[CH2:6][CH2:5][N:4]([CH3:7])[C:3]1=[N:9][C:10]1[CH:22]=[CH:21][CH:20]=[CH:19][C:11]=1[CH2:12][N:13]1[CH2:14][CH2:15][O:16][CH2:17][CH2:18]1

Participants

5

Reactant 3

HCID 66611,3-Dimethyl-2-imidazolidinoneHCID 24813Phosphorus oxychlorideHCID 64845552-(Morpholin-4-ylmethyl)aniline

Product 1

HCID 157463714-[2-(1,3-Dimethyl-2-imidazolidinylideneamino)benzyl]morpholine

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

A mixture of 1,3-dimethyl-2-imidazolidinone (4.6 g) in benzene (40 ml), 4-(2-aminobenzyl)morpholine (3.8 g) in benzene (20 ml) and phosphorus oxychloride (3.6 ml) was heated at 65°-70° C. for 20 hours to yield 4-[2-(1,3-dimethyl-2-imidazolidinylideneamino)benzyl]morpholine (m.p. 56°-58° C.) which was recrystallised from hexane.

Sources & evidence

ORD record
ord-2386c9ed13bd48c582e1424c4a163b4f
Source dataset
uspto-grants-1994_12
Patent number
US05373008

Reaction notes

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