Acetone → HCID 178521674, compound

HRID 2270900Notes

Reaction equation

HRID 2270900 reaction equation
Cl[C:2](Cl)([O:4]C(=O)OC(Cl)(Cl)Cl)Cl.[Cl:13][C:14]1[C:19]([O:20][C:21]2[C:26]([C:27]([F:30])([F:29])[F:28])=[CH:25][CH:24]=[CH:23][N:22]=2)=[CH:18][C:17]([NH:31][C:32]([N:34](C=O)[NH2:35])=[S:33])=[C:16]([F:38])[CH:15]=1.C[C:40](C)=[O:41]>C1(C)C=CC=CC=1>[Cl:13][C:14]1[C:19]([O:20][C:21]2[C:26]([C:27]([F:30])([F:28])[F:29])=[CH:25][CH:24]=[CH:23][N:22]=2)=[CH:18][C:17]([N:31]=[C:32]2[S:33][C:2](=[O:4])[N:35]([CH:40]=[O:41])[NH:34]2)=[C:16]([F:38])[CH:15]=1

Participants

5

Reactant 3

HCID 180AcetoneHCID 94429TriphosgeneHCID 53660506HCID 53660506, compound

Product 1

HCID 178521674HCID 178521674, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
0 °C

Procedure

Triphosgene (0.7 g) in toluene (20 ml) was dropwise added to a solution of N-[4-chloro-2-fluoro-5-(3-trifluoromethyl -2-pyridyloxy)phenylaminothiocarbonyl)-N1-formyl-hydrazine (2.8 g) in acetone (70 ml) stirred at 0° C. Stirring was continued at room temperature for 1 hour and the solvents removed under reduced pressure. Column chromatography (methylene chloride:ethyl acetate, 3:1) yielded the product (3.3 g).

Workup

  1. stirringStirring
  2. customthe solvents removed under reduced pressure

Sources & evidence

ORD record
ord-e6d96f765357468288a1f33afbc750c0
Source dataset
uspto-grants-2001_12
Patent number
US06333296B1

Reaction notes

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