Dimethylformamide → (5,6-Dihydro-benzo[h]quinazolin-2-yl)-phenyl-amine

HRID 908360Notes

Reaction equation

HRID 908360 reaction equation
C[N:2]([CH:4]=[C:5]1[CH2:14][CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]1=O)[CH3:3].[C:16]1([NH:22]C(N)=N)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C[N:27](C=O)C>>[N:27]1[C:6]2[C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=3[CH2:13][CH2:14][C:5]=2[CH:4]=[N:2][C:3]=1[NH:22][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 544065092-dimethylaminomethylene-3,4-dihydro-2H-naphthalen-1-oneHCID 178418923HCID 178418923, compound

Product 1

HCID 67406319(5,6-Dihydro-benzo[h]quinazolin-2-yl)-phenyl-amine

Procedure

A solution of 2-dimethylaminomethylene-3,4-dihydro-2H-naphthalen-1-one 100 mg in 5 ml DMF and 3 eq. of N-phenyl-guanidine was stirred at 110° C. for overnight, the product was purified by directly injecting the DMF reaction solution into prep HPLC.

Workup

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

Sources & evidence

ORD record
ord-caed9053d11b4b22b0d8114446294f5e
Source dataset
uspto-grants-2011_09
Patent number
US08017619B2

Reaction notes

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