Chlorosuccinimide → HCID 68510372, compound

HRID 1952385Notes

Reaction equation

HRID 1952385 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([O:10][C:11]2[C:12]([OH:18])=[N:13][CH:14]=[CH:15][C:16]=2[Cl:17])[CH:9]=1)[C:5]#[N:6].[Cl:19]N1C(=O)CCC1=O>C(O)(=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([O:10][C:11]2[C:12](=[O:18])[NH:13][CH:14]=[C:15]([Cl:19])[C:16]=2[Cl:17])[CH:9]=1)[C:5]#[N:6]

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 178509954HCID 178509954, compound

Product 1

HCID 68510372HCID 68510372, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
70 °C

Procedure

To a suspension of 3-chloro-5-[(4-chloro-2-hydroxypyridin-3-yl)oxy]benzonitrile (50 mg, 0.178 mmol) in acetic acid (1 mL) was added N-chlorosuccinimide (35.6 mg, 0.267 mmol) and the resulting mixture heated to 70° C. for 2 hours. This mixture was allowed to cool to room temperature and the resulting white solid was filtered and washed with methanol (1 mL) to provide the title compound. LRMS (M+1): 314.6.

Workup

  1. temperatureto cool to room temperature
  2. filtrationthe resulting white solid was filtered
  3. washwashed with methanol (1 mL)

Sources & evidence

ORD record
ord-068a36384ad24c809133f0543fdeaf64
Source dataset
uspto-grants-2013_03
Patent number
US08404856B2

Reaction notes

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