Chloroacetyl chloride → HCID 23502530, compound

HRID 1835043Notes

Reaction equation

HRID 1835043 reaction equation
[Cl:1][C:2]1[C:3]([C:12]2[C:13]([F:24])=[CH:14][C:15]3[O:20][CH2:19][C:18](=[O:21])[NH:17][C:16]=3[C:22]=2[NH2:23])=[N:4][N:5]([CH3:11])[C:6]=1[C:7]([F:10])([F:9])[F:8].[Cl:25][CH2:26][C:27](Cl)=[O:28]>O1CCOCC1>[Cl:25][CH2:26][C:27]([NH:23][C:22]1[C:16]2[NH:17][C:18](=[O:21])[CH2:19][O:20][C:15]=2[CH:14]=[C:13]([F:24])[C:12]=1[C:3]1[C:2]([Cl:1])=[C:6]([C:7]([F:9])([F:8])[F:10])[N:5]([CH3:11])[N:4]=1)=[O:28]

Participants

4

Reactant 2

HCID 6577Chloroacetyl chlorideHCID 23502536HCID 23502536, compound

Product 1

HCID 23502530HCID 23502530, compoundYield 84.5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

4-Chloro-3-[7-fluoro-5-amino-2H-1,4-benzoxazine-3(4H)-on-6-yl]-1-methyl-5-trifluoromethyl-1H-pyrazole (400 mg, 1.10 mmol) was dissolved in anhydrous dioxane and chloroacetyl chloride (139.5 mg, 1.20 mmol) was added. Solution was heated to reflux for 2 hr and solvent removed in vacuo. The residue was washed with ether to afford the title compound (410 mg, 0.93 mmol).

Workup

  1. temperatureSolution was heated
  2. temperatureto reflux for 2 hr
  3. customsolvent removed in vacuo
  4. washThe residue was washed with ether

Sources & evidence

ORD record
ord-1187d53bff60430f9d0d54469b509fe4
Source dataset
uspto-grants-2004_08
Patent number
US06770596B1

Reaction notes

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