Hydrochloric Acid → 1-Phenyl-4-ethoxycarbonyl-5-chloro-1,2,3-triazole

HRID 64767Notes

Reaction equation

HRID 64767 reaction equation
[C:1]1([N:7]2[C:11](O)=[C:10]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[N:9]=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.P(Cl)(Cl)(Cl)(Cl)[Cl:19].Cl>>[C:1]1([N:7]2[C:11]([Cl:19])=[C:10]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[N:9]=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 24819Phosphorus pentachlorideHCID 178470505HCID 178470505, compound

Product 1

HCID 202353691-Phenyl-4-ethoxycarbonyl-5-chloro-1,2,3-triazole

Conditions

Temperature
70 °C

Procedure

11.65 g of 20A was mixed with 13.8 g of phosphorus pentachloride, and the mixture was slowly heated to ca. 70° C., when vigorous reaction occurred. When reaction had subsided, heating was continued until evolution of hydrogen chloride ceased (about 1 hour), after which phosphoryl chloride was removed in vacuo, and the residue chromatographically purified to yield 1-phenyl-4-ethoxycarbonyl-5-chloro-1,2,3-triazole (20B), as a solid, m.p.: 80°-81° C.

Workup

  1. customwhen vigorous reaction
  2. customWhen reaction
  3. temperatureheating
  4. custom(about 1 hour)
  5. customafter which phosphoryl chloride was removed in vacuo
  6. customthe residue chromatographically purified

Sources & evidence

ORD record
ord-01cde76201ca470a8bf35595f4eb4803
Source dataset
uspto-grants-1986_09
Patent number
US04610717

Reaction notes

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