Isopropanol → isopropyl 5,7-dihydro-6H-dibenz[c,e]azepine-6-carboximidate

HRID 35160Notes

Reaction equation

[CH:1]1[C:11]2[C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[CH2:8][N:7]([C:16]#[N:17])[CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[Na].[CH:19]([OH:22])([CH3:21])[CH3:20]>>[CH:1]1[C:11]2[C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[CH2:8][N:7]([C:16](=[NH:17])[O:22][CH:19]([CH3:21])[CH3:20])[CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

Reactant 3

HCID 3776Isopropanol

HCID 5360545Sodium

HCID 198338865,7-dihydro-6H-dibenz[c,e]azepine-6carbonitrile

Product 1

HCID 19833908isopropyl 5,7-dihydro-6H-dibenz[c,e]azepine-6-carboximidate

Procedure

starting from 5,7-dihydro-6H-dibenz[c,e]azepine-6-carbonitrile and sodium isopropylate in isopropanol there is obtained isopropyl 5,7-dihydro-6H-dibenz[c,e]azepine-6-carboximidate and therefrom with hydrochloric acid in alcohol there is obtained the hydrochloride, m.p. 158° C. (with decomposition);

Sources & evidence

ORD record: ord-fb850ca7ad7941f69ef9321240c4709f
Source dataset: uspto-grants-1988_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04766115

Reaction notes

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