Hydrazine → HCID 57929956, compound

HRID 1930039Notes

Reaction equation

HRID 1930039 reaction equation
Cl[C:2]1[N:3]=[N:4][C:5]([C:8]#[C:9][C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][C:11]=2[F:17])=[CH:6][CH:7]=1.[NH2:18][NH2:19]>O1CCOCC1>[F:17][C:11]1[CH:12]=[C:13]([F:16])[CH:14]=[CH:15][C:10]=1[C:9]#[C:8][C:5]1[N:4]=[N:3][C:2]([NH:18][NH2:19])=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 57929962HCID 57929962, compound

Product 1

HCID 57929956HCID 57929956, compoundYield 95.5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
80 °C

Procedure

A flask was charged with 3-chloro-6-((2,4-difluorophenyl)ethynyl)pyridazine (1.60 g, 6.38 mmol) and 1,4-dioxane (15 mL) to give a tan solution. Anhydrous hydrazine (2.00 mL, 63.8 mmol) was added and the mixture was heated at about 80° C. for about 1 h. The mixture was cooled to ambient temperature and was concentrated in vacuo to about half the original volume. Water (20 mL) was added, followed by sonication, and filtration. The solids were collected and dried in a vacuum oven overnight at about 50° C. to afford the title compound (1.50 g, 95%): LC/MS (Table 1, Method b) Rt=1.72 min; MS m/z: 247.1 (M+H)+.

Workup

  1. customto give a tan solution
  2. temperatureThe mixture was cooled to ambient temperature
  3. concentrationwas concentrated in vacuo to about half the original volume
  4. additionWater (20 mL) was added
  5. customfollowed by sonication, and filtration
  6. customThe solids were collected
  7. customdried in a vacuum oven overnight at about 50° C.

Sources & evidence

ORD record
ord-b8fc5ca4fda240b7a6cb330a85b77787
Source dataset
uspto-grants-2012_05
Patent number
US08188083B2

Reaction notes

Loading…