Chloroacetyl chloride → HCID 67311698, compound

HRID 2192351Notes

Reaction equation

HRID 2192351 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([NH2:7])=[CH:3][N:2]=1.C(N(CC)CC)C.[Cl:15][CH2:16][C:17](Cl)=[O:18]>ClCCl>[Cl:15][CH2:16][C:17]([NH:7][C:4]1[CH:5]=[CH:6][N:1]=[N:2][CH:3]=1)=[O:18]

Participants

5

Reactant 3

HCID 6577Chloroacetyl chlorideHCID 8471TriethylamineHCID 2984924-Aminopyridazine

Product 1

HCID 67311698HCID 67311698, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of pyridazin-4-ylamine (1.0 g) in dry dichloromethane (10 mL) under nitrogen was cooled to 0° C. in an ice bath. Triethylamine (1.6 mL) was added, followed by slow addition of chloroacetyl chloride (0.92 mL). On completion of the addition the ice bath was removed and the reaction mixture was allowed to reach room temperature and stirred for 2 hours. The reaction mixture was diluted with water (25 mL) and dichloromethane (30 mL) A solid was filtered off and washed with pentane, water and more pentane to give the sub-titled compound (0.87 g, 48%) as a brown solid.

Workup

  1. customwas removed
  2. customto reach room temperature
  3. additionThe reaction mixture was diluted with water (25 mL) and dichloromethane (30 mL) A solid
  4. filtrationwas filtered off
  5. washwashed with pentane, water and more pentane

Sources & evidence

ORD record
ord-2d5bf33affcd43f9a5dde9a94cc821b2
Source dataset
uspto-grants-2012_12
Patent number
US08329729B2

Reaction notes

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