5-Dimethylaminomethylene-6,7-dihydro-5H-benzo[1,2,5]oxadiazol-4-one → 3-(4,5-Dihydro-2-oxa-1,3,7,9-tetraaza-cyclopenta[a]naphthalen-8-ylamino)-phenol

HRID 908357

Reaction equation

HRID 908357 reaction equation
CN([CH:4]=[C:5]1[C:13](=O)[C:9]2=[N:10][O:11][N:12]=[C:8]2[CH2:7][CH2:6]1)C.[OH:15][C:16]1[CH:17]=[C:18]([NH:22][C:23]([NH2:25])=[NH:24])[CH:19]=[CH:20][CH:21]=1>CN(C=O)C>[N:10]1[O:11][N:12]=[C:8]2[CH2:7][CH2:6][C:5]3[C:13](=[N:24][C:23]([NH:22][C:18]4[CH:17]=[C:16]([OH:15])[CH:21]=[CH:20][CH:19]=4)=[N:25][CH:4]=3)[C:9]=12

Participants

4

Reactant 2

HCID 674055215-Dimethylaminomethylene-6,7-dihydro-5H-benzo[1,2,5]oxadiazol-4-oneHCID 178418735HCID 178418735, compound

Product 1

HCID 114032713-(4,5-Dihydro-2-oxa-1,3,7,9-tetraaza-cyclopenta[a]naphthalen-8-ylamino)-phenol

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The DMF solution of 5-dimethylaminomethylene-6,7-dihydro-5H-benzo[1,2,5]oxadiazol-4-one 0.1 g (0.00052 mol) and 3 equivalents of N-(3-hydroxy-phenyl)-guanidine was stirred at 110° C. for overnight, the final product was purified by directly injecting the DMF reaction solution into prep HPLC.

Workup

  1. customthe final product was purified
  2. customthe DMF reaction solution into prep HPLC

Sources & evidence

ORD record
ord-57a5be34e2c14092ba998626ea8640c0
Source dataset
uspto-grants-2011_09
Patent number
US08017619B2

Linked notes

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