Hexane → HCID 21244611, compound

HRID 653305Notes

Reaction equation

HRID 653305 reaction equation
[Cl:1][CH2:2][C:3]([NH:5][C:6]1[S:7][CH:8]=[C:9](/[C:11](=[N:15]/[O:16][CH2:17][C:18]([O:20][CH3:21])=[O:19])/[C:12](O)=[O:13])[N:10]=1)=[O:4].P(Cl)(Cl)(Cl)(Cl)[Cl:23].CCCCCC>C(Cl)Cl>[ClH:1].[Cl:1][CH2:2][C:3]([NH:5][C:6]1[S:7][CH:8]=[C:9](/[C:11](=[N:15]/[O:16][CH2:17][C:18]([O:20][CH3:21])=[O:19])/[C:12]([Cl:23])=[O:13])[N:10]=1)=[O:4]

Participants

5

Reactant 3

HCID 8058HexaneHCID 24819Phosphorus pentachlorideHCID 14230760HCID 14230760, compound

Product 1

HCID 21244611HCID 21244611, compoundYield 193.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In 20 ml of methylene chloride is suspended 810 mg of 2-(2-chloroacetamido-4-thiazolyl)-(Z)-2-methoxycarbonylmethyloxyiminoacetic acid and under ice-cooling and stirring 602 mg of phosphorus pentachloride is added. The mixture is stirred under ice-cooling for one hour and at room temperature for 30 minutes, after which 30 ml of hexane is added under ice-cooling. The resultant crystals are recovered by filtration and wshed with hexane to give 910 mg of 2-(2-chloroacetamido-4-thiazolyl)-(Z)-2-methoxycarbonylmethoxyiminoacetyl chloride hydrochloride, m.p. 77°-80° C.

Workup

  1. temperatureunder ice-cooling
  2. additionis added
  3. temperaturecooling
  4. filtrationThe resultant crystals are recovered by filtration

Sources & evidence

ORD record
ord-b83efe01493049d5afd097e37700d0ab
Source dataset
uspto-grants-1987_06
Patent number
US04675397

Reaction notes

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