Phosphorus pentachloride → HCID 72739081, compound

HRID 1815602Notes

Reaction equation

HRID 1815602 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7](=[N:11][O:12][C:13](=[O:15])[CH3:14])[C:8](O)=[O:9])[N:6]=1.P(Cl)(Cl)(Cl)(Cl)[Cl:17]>C(Cl)Cl>[ClH:17].[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7](=[N:11][O:12][C:13](=[O:15])[CH3:14])[C:8]([Cl:17])=[O:9])[N:6]=1

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 533948252-(2-Aminothiazole-4-yl)-2-acetoxyiminoacetic acid

Product 1

HCID 72739081HCID 72739081, compoundYield 157.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
-22.5 °C

Procedure

2-(2-aminothiazole-4-yl)-2-acetoxyiminoacetic acid anhydrous crystal (syn-isomer) (12.5 g) was suspended and stirred in methylene chloride (125 ml), and cooled to −20 to −25° C. Phosphorus pentachloride (13.6 g) was added thereto, and reaction was performed for 15 hours at the same temperature. The precipitated crystal was filtered, washed with methylene chloride, and dried under reduced pressure to obtain 2-(2-aminothiazole-4-yl)-2-acetoxyiminoacetyl chloride hydrochloride (syn-isomer) (14.6 g).

Workup

  1. customreaction
  2. filtrationThe precipitated crystal was filtered
  3. washwashed with methylene chloride
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-d9bfb914265844e8b840bf69a630e9a3
Source dataset
uspto-grants-2005_04
Patent number
US06878827B2

Reaction notes

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