p-Toluenesulfonic acid → HCID 66660252, compound

HRID 1383842Notes

Reaction equation

HRID 1383842 reaction equation
Cl[C:2]1[N:3]=[N:4][C:5](Cl)=[CH:6][C:7]=1[C:8]1[O:9][CH:10]=[CH:11][CH:12]=1.Cl.C([N:17]([CH2:20][CH3:21])CC)C.[C:22]1(C)C=[CH:26][C:25](S(O)(=O)=O)=[CH:24][CH:23]=1.[CH3:33][N:34]1[CH:38]=[N:37][C:36]([CH2:39][OH:40])=[N:35]1.[N:41]1C=CC=CC=1CO>C(N(CC)CC)C>[O:9]1[CH:10]=[CH:11][CH:12]=[C:8]1[C:7]1[C:2]([O:40][CH2:39][C:36]2[N:37]=[CH:38][N:34]([CH3:33])[N:35]=2)=[N:3][N:4]2[C:20]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[N:17][N:41]=[C:5]2[CH:6]=1

Participants

7

Reactant 5

HCID 6101p-Toluenesulfonic acidHCID 11130Triethylamine hydrochlorideHCID 11474PiconolHCID 10351670(1-Methyl-1H-1,2,4-triazol-3-yl)methanolHCID 21187529Pyridazine, 3,6-dichloro-4-(2-furanyl)-

Product 1

HCID 66660252HCID 66660252, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

This compound was prepared from 3,6-dichloro-4-(furan-2-yl)-pyridazine (Example 140 part a) using the procedures described in Example 16 Steps b) and c) except 1.1 equivalents of triethylamine hydrochloride was used in Step b) instead of 1.1 equivalents of p-toluenesulphonic acid and triethylamine, and (1-methyl-1 H-1,2,4-triazol-3yl)methanol (Example 65) was used in Step c) instead of 2-pyridylcarbinol. Data for the title compound: m.p. 257-259° C. (DMF). 1H NMR (360 MHz, d6-DMSO) 3.91 (3 H s), 5.63 (2 H, s), 6.74 (1 H, dd, J=4 and 2 Hz), 7.33 (1 H, d, J=4 Hz), 7.54-7.65 (3 H, m), 7.99 (1 H, d, J=2 Hz), 8.44 (1 H, s), 8.46 (2 H, d, J=7 Hz), 8.57 (1 H, s). MS (ES+) 374 [MH]+. Anal. Found C, 60.68; H 4.11; N, 25.82. C19H15N7O2. 0.15 H2O requires C, 60.68; H, 4.10; N, 26.07%.

Sources & evidence

ORD record
ord-d4036760b4484aee8ec56abe6eb4d119
Source dataset
uspto-grants-2001_07
Patent number
US06255305B1

Reaction notes

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