HCID 23335452, compound → HCID 2822708, compound

HRID 903881Notes

Reaction equation

HRID 903881 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]([N:12]2[CH2:16][CH2:15][S:14][CH:13]2[C:17]([OH:19])=O)=[O:11])[CH:5]=[C:6]([Cl:8])[CH:7]=1>Cl>[Cl:8][C:6]1[CH:5]=[C:4]([N:9]2[C:17](=[O:19])[CH:13]3[S:14][CH2:15][CH2:16][N:12]3[C:10]2=[O:11])[CH:3]=[C:2]([Cl:1])[CH:7]=1

Participants

3

Reactant 1

HCID 23335452HCID 23335452, compound

Product 1

HCID 2822708HCID 2822708, compoundYield 87.2%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of 13.0 g of 3-(3,5-dichlorophenylcarbamoyl)thiazolidine-2-carboxylic acid thus obtained and 50 ml of concentrated hydrochloric acid was stirred at 120° C. for 2 hours. Then the reaction mixture was cooled and filtered to separate the precipitate, followed by recrystallization from a mixed solvent of ethyl acetate and n-hexane to give 10.7 g (yield 86.9%) of 6-(3,5-dichlorophenyl)perhydroimidazo[5,1-b]thiazole-5,7-dion (Compound No. 1). Its melting point and Elementary Analysis were as given in table 1.

Workup

  1. customthus obtained
  2. temperatureThen the reaction mixture was cooled
  3. filtrationfiltered
  4. customto separate the precipitate
  5. customfollowed by recrystallization from a mixed solvent of ethyl acetate and n-hexane

Sources & evidence

ORD record
ord-4c4dcc8023f24f2699f2918ad2f09150
Source dataset
uspto-grants-1980_10
Patent number
US04229461

Reaction notes

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