8-chloro-4-dimethylaminomethylene-3,4-dihydro-1H-benzo[b]azepine-2,5-dione → HCID 59851415, compound

HRID 2373416Notes

Reaction equation

HRID 2373416 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:11](=O)[C:10](=[CH:13]N(C)C)[CH2:9][C:8](=[O:17])[NH:7][C:6]=2[CH:18]=1.[N+]([O-])(O)=O.[OH:23][CH2:24][CH2:25][C:26]1[CH:27]=[C:28]([NH:32][C:33]([NH2:35])=[NH:34])[CH:29]=[CH:30][CH:31]=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:11]3[N:34]=[C:33]([NH:32][C:28]4[CH:29]=[CH:30][CH:31]=[C:26]([CH2:25][CH2:24][OH:23])[CH:27]=4)[N:35]=[CH:13][C:10]=3[CH2:9][C:8](=[O:17])[NH:7][C:6]=2[CH:18]=1

Participants

3

Reactant 2

HCID 669348778-chloro-4-dimethylaminomethylene-3,4-dihydro-1H-benzo[b]azepine-2,5-dioneHCID 178512482HCID 178512482, compound

Product 1

HCID 59851415HCID 59851415, compound

Procedure

In a manner similar to that described for method I, 8-chloro-4-dimethylaminomethylene-3,4-dihydro-1H-benzo[b]azepine-2,5-dione (v-j) and N-[3-(2-hydroxy-ethyl)-phenyl]-guanidine nitrate were converted to I-80 (65%): HRMS Calcd. for C20H17ClN4O2: 381.1118, Found 381.1126.

Sources & evidence

ORD record
ord-bc47d14ecdbe499aa61a5cb45fc8ec85
Source dataset
uspto-grants-2008_12
Patent number
US07459448B2

Reaction notes

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