Sodium ethanethiolate → ethyl 5,7-dihydro-6H-dibenz[c,e]azepine-6-thiocarboximidate

HRID 1762695

Reaction equation

HRID 1762695 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.[CH2:18]([S-:20])[CH3:19].[Na+]>C(S)C>[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]([S:20][CH2:18][CH3:19])=[NH:17])[CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 4459711Sodium ethanethiolateHCID 198338865,7-dihydro-6H-dibenz[c,e]azepine-6carbonitrile

Product 1

HCID 20041719ethyl 5,7-dihydro-6H-dibenz[c,e]azepine-6-thiocarboximidate

Reagents, catalysts & solvents 1

HCID 6343EthanethiolSolvent

Procedure

starting from 5,7-dihydro-6H-dibenz[c,e]azepine-6-carbonitrile and sodium ethanethiolate in ethanethiol there is obtained ethyl 5,7-dihydro-6H-dibenz[c,e]azepine-6-thiocarboximidate and therefrom with hydrochloric acid in alcohol there is obtained the hydrochloride, m.p. 220° C. (with decomposition);

Sources & evidence

ORD record
ord-3da4a351d8e64400a8b8ced28462530c
Source dataset
uspto-grants-1989_05
Patent number
US04833245

Linked notes

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