Chloroacetone → HCID 86733534, compound

HRID 1657995Notes

Reaction equation

HRID 1657995 reaction equation
Cl[CH2:2][C:3](=[O:5])[CH3:4].[CH:6]([NH:8][CH:9]([P:18]([O:23][CH2:24][CH3:25])([O:20][CH2:21][CH3:22])=[O:19])[C:10]([O:12][CH2:13][C:14]([Cl:17])([Cl:16])[Cl:15])=[O:11])=[S:7].C([O-])([O-])=O.[K+].[K+]>CC(C)=O.C(Cl)Cl>[Cl:17][C:14]([Cl:15])([Cl:16])[CH2:13][O:12][C:10]([CH:9]([P:18]([O:20][CH2:21][CH3:22])([O:23][CH2:24][CH3:25])=[O:19])[N:8]=[CH:6][S:7][CH2:2][C:3](=[O:5])[CH3:4])=[O:11]

Participants

6

Reactant 3

HCID 6571ChloroacetoneHCID 11430Potassium CarbonateHCID 86733535HCID 86733535, compound

Product 1

HCID 86733534HCID 86733534, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolvent2×HCID 6344DichloromethaneSolvent

Procedure

A solution of chloro-2-propanone (0.470 q., 5.08 mMol) in acetone (4 ml.) is added dropwise during 15 minutes to a rapidly stirring mixture of trichloroethyl α-thioformamido-diethylphosphonoacetate (1.783 g., 4.62 mMol), K2CO3 (0.702 g., 5.08 mMol), and acetone (6 ml.). After having been stirred for 15 hours at room temperature, the mixture is diluted with methylene chloride (30 ml.) and filtered to remove salts. The filtrate is evaporated under reduced pressure to yield 2-oxo-propyl N-(trichloroethoxycarbonyl-diethylphosphonomethyl)-thioformimidate.

Workup

  1. stirringAfter having been stirred for 15 hours at room temperature
  2. filtrationfiltered
  3. customto remove salts
  4. customThe filtrate is evaporated under reduced pressure

Sources & evidence

ORD record
ord-7a282429fa4a4ba5847ee637b045d2f4
Source dataset
uspto-grants-1976_06
Patent number
US03962224

Reaction notes

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