Hydrochloric Acid → AL 321

HRID 1903753Notes

Reaction equation

HRID 1903753 reaction equation
Cl[CH:2]([CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][C:15]([CH3:23])([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH3:16])=[CH:9][CH:8]=1)[C:3]([OH:5])=O.[NH2:24][C:25](N)=[S:26].S1(CCCC1)(=O)=[O:29].Cl>O>[CH3:16][C:15]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)([CH3:23])[CH2:14][O:13][C:10]1[CH:11]=[CH:12][C:7]([CH2:6][CH:2]2[S:26][C:25](=[O:29])[NH:24][C:3]2=[O:5])=[CH:8][CH:9]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 31347SulfolaneHCID 2723790ThioureaHCID 12824993HCID 12824993, compound

Product 1

HCID 194620AL 321

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

333 mg of 2-chloro-3-[4-(2-methyl-2-phenylpropyloxy)phenyl]propionic acid and 150 mg of thiourea are heated with 2 ml of sulfolane at 120° C. for 1.5 hours and, following the addition of 2 ml of 6 N-HCl, the mixture is further heated for 5 hours, at the end of which time 10 ml of water is added. The resulting crystals are recovered by filtration. By the above procedure is obtained 310 mg of 5-[4-(2-methyl-2-phenylpropyloxy)benzyl]thiazolidine-2,4-dione.

Workup

  1. additionis added
  2. filtrationThe resulting crystals are recovered by filtration

Sources & evidence

ORD record
ord-5e5e4bdd61734bb79cc47eaec6015694
Source dataset
uspto-grants-1984_03
Patent number
US04438141

Reaction notes

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