8-chloro-4-dimethylaminomethylene-3,4-dihydro-1H-benzo[b]azepine-2,5-dione → HCID 59851160, compound

HRID 2373415Notes

Reaction equation

HRID 2373415 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.[C:23]([CH2:25][C:26]1[CH:27]=[C:28]([NH:32][C:33]([NH2:35])=[NH:34])[CH:29]=[CH:30][CH:31]=1)#[N:24]>>[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:27]=[C:26]([CH2:25][C:23]#[N:24])[CH:31]=[CH:30][CH:29]=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 178510816HCID 178510816, compound

Product 1

HCID 59851160HCID 59851160, 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-cyanomethyl-phenyl)-guanidine nitrate were converted to I-78 (6%): HRMS Calcd. for C20H14ClN5O: 376.0965, Found 376.0994.

Sources & evidence

ORD record
ord-87b35ab74bc645478d61c3a432f85a7a
Source dataset
uspto-grants-2008_12
Patent number
US07459448B2

Reaction notes

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