Isobutyronitrile → N-(2-morpholinophenyl)isobutyramidine

HRID 1492185Notes

Reaction equation

Cl.[NH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1.[C:15](#[N:19])[CH:16]([CH3:18])[CH3:17]>>[O:12]1[CH2:13][CH2:14][N:9]([C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=2[NH:2][C:15](=[NH:19])[CH:16]([CH3:18])[CH3:17])[CH2:10][CH2:11]1

Participants

Reactant 2

HCID 6559Isobutyronitrile

HCID 189522842-Morpholinoaniline hydrochloride

Product 1

HCID 178449872N-(2-morpholinophenyl)isobutyramidine

Conditions

Temperature: 165 °C

Procedure

A mixture of 4-(2-aminophenyl)morpholine hydrochloride (10 g) and isobutyronitrile (60 ml) was heated at 165° C. for 26 hours in a sealed stainless steel pressure vessel to yield N-(2-morpholinophenyl)isobutyramidine (m.p. 140°-141° C.) which was recrystallised from hexane.

Sources & evidence

ORD record: ord-030dc84115224d40a2f2a3b18cc66c49
Source dataset: uspto-grants-1994_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05373008

Reaction notes

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