Phosphorus oxychloride → 1-Ethyl-2-(2-morpholinophenyl)-1,3,3-trimethylguanidine

HRID 1588606Notes

Reaction equation

HRID 1588606 reaction equation
[CH2:1]([N:3]([CH3:9])[C:4](=O)[N:5]([CH3:7])[CH3:6])[CH3:2].[NH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[N:17]1[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1.P(Cl)(Cl)(Cl)=O>C1C=CC=CC=1>[CH2:1]([N:3]([CH3:9])[C:4]([N:5]([CH3:7])[CH3:6])=[N:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[N:17]1[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1)[CH3:2]

Participants

5

Reactant 3

HCID 24813Phosphorus oxychlorideHCID 7357562-MorpholinoanilineHCID 19962438Urea, ethyltrimethyl-(9CI)

Product 1

HCID 157464011-Ethyl-2-(2-morpholinophenyl)-1,3,3-trimethylguanidine

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

Reaction of 3-ethyl-1,1,3-trimethylurea (6.57 g) in benzene (70 ml) with 4-(2-aminophenyl)morpholine (6 g) in benzene (30 ml) in the presence of phosphorus oxychloride (4.71 ml) for 45 hours at 65°-70° C. gave 1-ethyl-2-(2-morpholinophenyl)-1,3,3-trimethylguanidine (bp. 140° C. at 0.2 mm Hg).

Sources & evidence

ORD record
ord-e3e325c2d29949528396411e3b0cb7c1
Source dataset
uspto-grants-1993_06
Patent number
US05223498

Reaction notes

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