1-Propanol → propyl 5,7-dihydro-6H-dibenz[c,e]azepine-6-carboximidate

HRID 35159Notes

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].[CH2:19]([OH:22])[CH2:20][CH3:21]>>[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][CH2:19][CH2:20][CH3:21])[CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

Reactant 3

HCID 10311-Propanol

HCID 5360545Sodium

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

Product 1

HCID 19833889propyl 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 propylate in n-propanol there is obtained propyl 5,7-dihydro-6H-dibenz[c,e]azepine-6-carboximidate and therefrom with hydrochloric acid in alcohol there is obtained the hydrochloride, m.p. 147° C. (with decomposition);

Sources & evidence

ORD record: ord-41cfad21d79044728afd11437251a9db
Source dataset: uspto-grants-1988_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04766115

Reaction notes

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