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

HRID 40386
Notes
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Reaction equation

HRID 40386 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
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 9321HydrazineHCID 576913263-Chloro-6-(3-methylisothiazol-5-yl)pyridazine

Product 1

HCID 576913851-(6-(3-Methylisothiazol-5-yl)pyridazin-3-yl)hydrazine

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6568(+-)-2-ButanolSolvent

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

  1. temperatureThe mixture was cooled to 23° C.
  2. filtrationThe solid was collected by filtration
  3. washwas washed by 2 mL of water
  4. 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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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes