Propyl chloroformate → ethyl N-propoxycarbonyl-5,7-dihydro-6H-dibenz[c,e]azepine-6-carboximidate

HRID 2050880

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](=[NH:20])[O:17][CH2:18][CH3:19])[CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.Cl[C:22]([O:24][CH2:25][CH2:26][CH3:27])=[O:23]>>[CH2:25]([O:24][C:22]([N:20]=[C:16]([N:7]1[CH2:6][C:5]2[CH:4]=[CH:3][CH:2]=[CH:1][C:11]=2[C:10]2[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=2[CH2:8]1)[O:17][CH2:18][CH3:19])=[O:23])[CH2:26][CH3:27]

Participants

Reactant 2

HCID 7998Propyl chloroformate

HCID 19833914ethyl 5,7-dihydro-6H-dibenz[c,e]azepine-6carboximidate

Product 1

HCID 67929408ethyl N-propoxycarbonyl-5,7-dihydro-6H-dibenz[c,e]azepine-6-carboximidate

Procedure

starting from ethyl 5,7-dihydro-6H-dibenz[c,e]azepine-6-carboximidate and propyl chloroformate, there is obtained ethyl N-propoxycarbonyl-5,7-dihydro-6H-dibenz[c,e]azepine-6-carboximidate as a syrup, mass spectrum m/e: M+ 352 (8), 323 (14), 293 (14), 263 (78), 194 (100).

Sources & evidence

ORD record: ord-ad663d38807b48bfa0acb5c2c3614335
Source dataset: uspto-grants-1991_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05015640

Linked notes

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