(Z)-6-dimethylaminomethylene-6,7-dihydro-9H-pyrido[2,3-b]azepine-5,8-dione → 2-(3,4-Dimethoxy-phenylamino)-5,7-dihydro-1,3,7,8-tetraaza-dibenzo[a,c]cyclohepten-6-one

HRID 2373373Notes

Reaction equation

HRID 2373373 reaction equation
CN(/[CH:4]=[C:5]1\[C:6](=O)[C:7]2[CH:16]=[CH:15][CH:14]=[N:13][C:8]=2[NH:9][C:10](=[O:12])[CH2:11]\1)C.[CH3:18][O:19][C:20]1[CH:21]=[C:22]([NH:28][C:29]([NH2:31])=[NH:30])[CH:23]=[CH:24][C:25]=1[O:26][CH3:27]>>[CH3:18][O:19][C:20]1[CH:21]=[C:22]([NH:28][C:29]2[N:31]=[CH:4][C:5]3[CH2:11][C:10](=[O:12])[NH:9][C:8]4[N:13]=[CH:14][CH:15]=[CH:16][C:7]=4[C:6]=3[N:30]=2)[CH:23]=[CH:24][C:25]=1[O:26][CH3:27]

Participants

3

Reactant 2

HCID 66934793(Z)-6-dimethylaminomethylene-6,7-dihydro-9H-pyrido[2,3-b]azepine-5,8-dioneHCID 178492306N-(3,4-dimethoxyphenyl)guanidine

Product 1

HCID 116890982-(3,4-Dimethoxy-phenylamino)-5,7-dihydro-1,3,7,8-tetraaza-dibenzo[a,c]cyclohepten-6-one

Procedure

In a manner similar to method H (NaHCO3 used in place of K2CO3) (Z)-6-dimethylaminomethylene-6,7-dihydro-9H-pyrido[2,3-b]azepine-5,8-dione (v-h) and 1-(3,4-dimethoxyphenyl)guanidine were converted to I-1 (85%): MS Rt═1.3 min. m/z 364 (M+H).

Sources & evidence

ORD record
ord-87a3ad1d99044ee0bc816c165f41863d
Source dataset
uspto-grants-2008_12
Patent number
US07459448B2

Reaction notes

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