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 2063773

Reaction equation

HRID 2063773 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-5 H-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-ee62e65580274e2b8cf252ecee6d6d75
Source dataset
uspto-grants-2012_10
Patent number
US08288400B2

Linked notes

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