M-Cresol → HCID 178511983, compound

HRID 1492300Notes

Reaction equation

HRID 1492300 reaction equation
Cl.Cl.[NH2:3][C:4]1[CH:16]=[CH:15][CH:14]=[CH:13][C:5]=1[CH2:6][N:7]1[CH2:12][CH2:11][O:10][CH2:9][CH2:8]1.[C:17]([N:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1)#[N:18].C1C(O)=CC=CC=1C>>[O:10]1[CH2:9][CH2:8][N:7]([CH2:6][C:5]2[CH:13]=[CH:14][CH:15]=[CH:16][C:4]=2[NH:3][C:17]([N:19]2[CH2:24][CH2:23][O:22][CH2:21][CH2:20]2)=[NH:18])[CH2:12][CH2:11]1

Participants

4

Reactant 3

HCID 342M-CresolHCID 737384-MorpholinecarbonitrileHCID 189522284-(2-Aminobenzyl)morpholine dihydrochloride

Product 1

HCID 178511983HCID 178511983, compound

Procedure

A mixture of 4-(2-aminobenzyl)morpholine dihydrochloride (6.8 g), 4-cyanomorpholine (4.3 g) and m-cresol was heated at 90°-95° C. for 12 hours to yield N-(2-morpholinomethylphenyl)morpholine-4-carboxamidine (m.p. 118°-119° C.) which was recrystallised from hexane and then converted into its difumarate salt (m.p. 166°-167° C.) which was recrystallised from propan-2-ol.

Workup

  1. temperaturewas heated at 90°-95° C. for 12 hours

Sources & evidence

ORD record
ord-901a538294e845b3a3b6f0e61f4d9f6e
Source dataset
uspto-grants-1994_12
Patent number
US05373008

Reaction notes

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