Hydrochloric Acid → Ethyl 3-(4-fluorobenzoyl)-2-thiazolidinecarboxylate

HRID 983909Notes

Reaction equation

HRID 983909 reaction equation
[S:1]1[CH2:5][CH2:4][NH:3][CH:2]1[C:6]([O:8][CH2:9][CH3:10])=[O:7].[F:11][C:12]1[CH:20]=[CH:19][C:15]([C:16](Cl)=[O:17])=[CH:14][CH:13]=1.Cl>C(Cl)Cl>[F:11][C:12]1[CH:20]=[CH:19][C:15]([C:16]([N:3]2[CH2:4][CH2:5][S:1][CH:2]2[C:6]([O:8][CH2:9][CH3:10])=[O:7])=[O:17])=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 678794-Fluorobenzoyl chlorideHCID 208627HCID 208627, compound

Product 1

HCID 22557518Ethyl 3-(4-fluorobenzoyl)-2-thiazolidinecarboxylate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

The solution of ethyl thiazolidine-2-carboxylate (24.18 g, 0.15 mol) in abs. CH2Cl2 (80 ml) is treated dropwise at RT with the solution of 4-fluorobenzoyl chloride (23.78, 0.15 mol) in abs. CH2Cl2 (20 ml). The solution warms to 38° C., the solvent begins to boil and HCl is released. It is kept under reflux for 4 h with heating.

Workup

  1. customwarms to 38° C.
  2. temperatureunder reflux for 4 h
  3. temperaturewith heating

Sources & evidence

ORD record
ord-3258aa0bb5a0478ba7e63250cd1e3233
Source dataset
uspto-grants-2005_03
Patent number
US06867211B2

Reaction notes

Loading…