Hydrazine → 1-(6-(3-Methylisothiazol-5-yl)pyridazin-3-yl)hydrazine

HRID 40386Notes

Reaction equation

Cl[C:2]1[N:3]=[N:4][C:5]([C:8]2[S:12][N:11]=[C:10]([CH3:13])[CH:9]=2)=[CH:6][CH:7]=1.[NH2:14][NH2:15]>C(O)(CC)C.O>[CH3:13][C:10]1[CH:9]=[C:8]([C:5]2[N:4]=[N:3][C:2]([NH:14][NH2:15])=[CH:7][CH:6]=2)[S:12][N:11]=1

Participants

Conditions

Temperature: 130 °C

Procedure

A mixture of 3-chloro-6-(3-methylisothiazol-5-yl)pyridazine (0.85 g, 4.0 mmol) and anhydrous hydrazine (3.8 ml, 120 mmol) in 30 mL of sec-BuOH was heated at 130° C. for 3 hours. The mixture was cooled to 23° C. and diluted with 5 mL of water. The solid was collected by filtration and was washed by 2 mL of water to produce a yellow solid. MS (ESI pos. ion) m/z: 208 (MH+). Calc'd exact mass for C8H6ClN3S: 207.

Workup

temperatureThe mixture was cooled to 23° C.
filtrationThe solid was collected by filtration
washwas washed by 2 mL of water
customto produce a yellow solid

Sources & evidence

ORD record: ord-a36b4a260e0f4a89850b52b844cf5263
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08524900B2

Reaction notes

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