Acetic Acid → 4-[6-(4-Methyl-6-oxo-1,4,5,6-tetrahydro-pyridazin-3-yl)-benzoxazol-2-yl]-benzonitrile

HRID 1619981Notes

Reaction equation

HRID 1619981 reaction equation
[C:1]([C:3]1[CH:26]=[CH:25][C:6]([C:7]([NH:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[CH:21]([CH3:22])[CH2:20][C:19](=[O:23])[NH:18][N:17]=3)=[CH:12][C:11]=2O)=[O:8])=[CH:5][CH:4]=1)#[N:2].O.C1(C)C=CC(S(O)(=O)=O)=CC=1.C(O)(=O)C>O>[CH3:22][CH:21]1[CH2:20][C:19](=[O:23])[NH:18][N:17]=[C:16]1[C:13]1[CH:14]=[CH:15][C:10]2[N:9]=[C:7]([C:6]3[CH:25]=[CH:26][C:3]([C:1]#[N:2])=[CH:4][CH:5]=3)[O:8][C:11]=2[CH:12]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 521998p-Toluenesulfonic acid monohydrateHCID 674626214-cyano-N-[2-hydroxy-4-(4-methyl-6-oxo-1,4,5,6-tetrahydro-pyridazin-3-yl)-phenyl]-benzamide

Product 1

HCID 674610074-[6-(4-Methyl-6-oxo-1,4,5,6-tetrahydro-pyridazin-3-yl)-benzoxazol-2-yl]-benzonitrile

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

250 mg (718 μmol) 4-cyano-N-[2-hydroxy-4-(4-methyl-6-oxo-1,4,5,6-tetrahydro-pyridazin-3-yl)-phenyl]-benzamide and 126 mg (718 μmol) para-toluenesulphonic acid monohydrate are refluxed with 10 ml glacial acetic acid for 3 h. Then the solv. is eliminated by rotary evaporation i.V., water is added to the residue and the product is filtered off.

Workup

  1. filtrationthe product is filtered off

Sources & evidence

ORD record
ord-8714c1ebf5a045c39f35b878614e2de7
Source dataset
uspto-grants-2014_07
Patent number
US08772323B2

Reaction notes

Loading…