8-chloro-4-dimethylaminomethylene-3,4-dihydro-1H-benzo[b]azepine-2,5-dione → HCID 59851260, compound

HRID 2373402Notes

Reaction equation

HRID 2373402 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.[O:23]1[C:27]2[CH:28]=[CH:29][C:30]([NH:32][C:33]([NH2:35])=[NH:34])=[CH:31][C:26]=2[O:25][CH2:24]1>>[O:23]1[C:27]2[CH:28]=[CH:29][C:30]([NH:32][C:33]3[N:35]=[CH:13][C:10]4[CH2:9][C:8](=[O:17])[NH:7][C:6]5[CH:18]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=5[C:11]=4[N:34]=3)=[CH:31][C:26]=2[O:25][CH2:24]1

Participants

3

Reactant 2

HCID 669348778-chloro-4-dimethylaminomethylene-3,4-dihydro-1H-benzo[b]azepine-2,5-dioneHCID 178512460HCID 178512460, compound

Product 1

HCID 59851260HCID 59851260, 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-benzo[1,3]dioxol-5-yl-guanidine nitrate were converted to I-34 (32%): HRMS Calcd. for C19H13ClN4O3: 381.0754, Found 381.0759.

Sources & evidence

ORD record
ord-05fbf09bebc04c63ba3df3b7b47ddd76
Source dataset
uspto-grants-2008_12
Patent number
US07459448B2

Reaction notes

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