Ammonia → 3-(3-(Pyridazin-4-yl)-1,2,4-oxadiazol-5-yl)benzonitrile

HRID 450665Notes

Reaction equation

HRID 450665 reaction equation
[OH:1][N:2]=[C:3]([C:5]1[CH:10]=[CH:9][N:8]=[N:7][CH:6]=1)[NH2:4].[C:11]([C:13]1[CH:14]=[C:15]([CH:19]=[CH:20][CH:21]=1)[C:16](Cl)=O)#[N:12].N>>[N:8]1[CH:9]=[CH:10][C:5]([C:3]2[N:4]=[C:16]([C:15]3[CH:14]=[C:13]([CH:21]=[CH:20][CH:19]=3)[C:11]#[N:12])[O:1][N:2]=2)=[CH:6][N:7]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 3084833-Cyanobenzoyl chlorideHCID 136140373N-Hydroxy-4-pyridazinecarboximidamide

Product 1

HCID 445446703-(3-(Pyridazin-4-yl)-1,2,4-oxadiazol-5-yl)benzonitrile

Procedure

The titled compound was prepared according to the procedure of Method D using the product of Example 83D and 3-cyanobenzoyl chloride (Aldrich). 1H NMR (300 MHz, CD3OD) δ 7.86 (t, J=7.9 Hz, 1 H), 8.09 (ddd, J=8.1, 1.4, 1.2 Hz, 1 H), 8.40 (dd, J=5.4, 2.2 Hz, 1 H), 8.55 (dt, J=7.9, 1.6 Hz, 1 H), 8.64 (t, J=2.0 Hz, 1 H), 9.46 (dd, J=5.4, 1.4 Hz, 1 H), 9.88 (dd, J=2.2, 1.4 Hz, 1 H) ppm; MS (DCI/NH3) m/z=250 (M+H)+.

Sources & evidence

ORD record
ord-5e9e483f53f74ac4b73a52747716b449
Source dataset
uspto-grants-2013_07
Patent number
US08486979B2

Reaction notes

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