Chlorosuccinimide → 935777-25-6

HRID 1429663Notes

Reaction equation

HRID 1429663 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1[N:8]=[N:7][C:6]([NH2:9])=[CH:5][CH:4]=1.[Cl:12]N1C(=O)CCC1=O>C(#N)C>[Cl:12][C:5]1[CH:4]=[C:3]([C:2]([F:1])([F:10])[F:11])[N:8]=[N:7][C:6]=1[NH2:9]

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 598058596-(Trifluoromethyl)pyridazin-3-amine

Product 1

HCID 59805860935777-25-6Yield 33.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of D6 (4.0 g, 24.5 mmol) and N-chlorosuccinimide (3.3 g, 24.5 mmol) in acetonitrile (160 ml) was heated at 70° C. for 18 h. After this period, the reaction was cooled to room temperature and the solvents evaporated in vacuo. The crude residue was purified by column chromatography (silica; 3%-5% methanol/dichloromethane) to give D7 (1.6 g, 33%). C5H3ClF3N3 requires 197; Found 198 (MH+)

Workup

  1. waitAfter this period
  2. temperaturethe reaction was cooled to room temperature
  3. customthe solvents evaporated in vacuo
  4. customThe crude residue was purified by column chromatography (silica; 3%-5% methanol/dichloromethane)

Sources & evidence

ORD record
ord-90b970214969402fb06786c7750dffe9
Source dataset
uspto-grants-2015_01
Patent number
US08940743B2

Reaction notes

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