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Ammonium Hydroxide → 6-(Trifluoromethyl)pyridazin-3-amine

HRID 1429662
Notes
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Reaction equation

HRID 1429662 reaction equation
Cl[C:2]1[N:3]=[N:4][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:6][CH:7]=1.[OH-].[NH4+:13]>C1COCC1>[F:9][C:8]([F:11])([F:10])[C:5]1[N:4]=[N:3][C:2]([NH2:13])=[CH:7][CH:6]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 282425263-Chloro-6-(trifluoromethyl)pyridazine

Product 1

HCID 598058596-(Trifluoromethyl)pyridazin-3-amineYield 93%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 3-chloro-6-trifluoromethyl-pyridazine (1.6 g, 8.8 mmol) (prepared by a procedure similar to that described in Tetrahedron, 1999, 55 (52), 15067-15070) and ammonium hydroxide (30 ml) in THF (10 ml) was heated at 100° C. in a microwave reactor (Emrys Optimizer; 0-9 Barr) for 1 h. After this period, the reaction mixture was evaporated and the residue extracted with dichloromethane. The combined extracts were dried (MgSO4), filtered and the solvents evaporated in vacuo to give D6 (1.3 g, 93%). C5H4F3N3 requires 163; Found 164 (MH+)

On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Workup

  1. customprepared by a procedure similar to
  2. waitAfter this period
  3. customthe reaction mixture was evaporated
  4. extractionthe residue extracted with dichloromethane
  5. dry with materialThe combined extracts were dried (MgSO4)
  6. filtrationfiltered
  7. customthe solvents evaporated in vacuo

Sources & evidence

ORD record
ord-7157ef4b97684c03a32b00946bae8736
Source dataset
uspto-grants-2015_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08940743B2

Reaction notes

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