Phosphorus pentachloride → HCID 20378614, compound

HRID 2052070Notes

Reaction equation

HRID 2052070 reaction equation
[Cl:1][C:2]([Cl:18])([Cl:17])[CH2:3][O:4][C:5]([NH:7][C:8]1[S:9][CH:10]=[C:11]([CH2:13][C:14](O)=[O:15])[N:12]=1)=[O:6].P(Cl)(Cl)(Cl)(Cl)[Cl:20]>ClCCl>[ClH:1].[Cl:1][C:2]([Cl:18])([Cl:17])[CH2:3][O:4][C:5]([NH:7][C:8]1[S:9][CH:10]=[C:11]([CH2:13][C:14]([Cl:20])=[O:15])[N:12]=1)=[O:6]

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 13241090HCID 13241090, compound

Product 1

HCID 20378614HCID 20378614, compoundYield 84.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In 20 ml of dichloromethane was suspended 6.67 g. of 2-(β,β,β-trichloroethoxycarbonylamino)thiazol-4-ylacetic acid and, while the suspension was stirred under cooling with ice, 4.15 g. of finely crushed phosphorus pentachloride was added, whereupon the suspended acid was completely dissolved. Then, after an elapse of about 5 minutes, fresh crystalline substance separated. The mixture was stirred at room temperature for 1 hour, after which time the precipitates were collected by filtration and rinsed with petroleum ether. The procedure provided 6.59 g. (yield 84.8%) of 2-(β,β,β-trichloroethoxycarbonylamino)thiazol-4-ylacetyl chloride.hydrochloride, melting point: 109.7° C. (decomposition).

Workup

  1. temperatureunder cooling with ice, 4.15 g
  2. dissolutionwas completely dissolved
  3. customThen, after an elapse of about 5 minutes, fresh crystalline substance separated
  4. filtrationafter which time the precipitates were collected by filtration
  5. washrinsed with petroleum ether
  6. customThe procedure provided 6.59 g

Sources & evidence

ORD record
ord-7b154d9cc13a4bab9936b208c78d5617
Source dataset
uspto-grants-1980_01
Patent number
US04182868

Reaction notes

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