Lysine, DL- → Lysine 2,3-dichloro-4-(2-thienylcarbonyl)-phenoxyacetate

HRID 1732889

Reaction equation

HRID 1732889 reaction equation
[Cl:1][C:2]1[C:12]([Cl:13])=[C:11]([C:14]([C:16]2[S:17][CH:18]=[CH:19][CH:20]=2)=[O:15])[CH:10]=[CH:9][C:3]=1[O:4][CH2:5][C:6]([OH:8])=[O:7].O.[NH2:22][CH:23]([CH2:27][CH2:28][CH2:29][CH2:30][NH2:31])[C:24]([OH:26])=[O:25]>C(O)C>[Cl:1][C:2]1[C:12]([Cl:13])=[C:11]([C:14]([C:16]2[S:17][CH:18]=[CH:19][CH:20]=2)=[O:15])[CH:10]=[CH:9][C:3]=1[O:4][CH2:5][C:6]([OH:8])=[O:7].[NH2:22][C@H:23]([C:24]([OH:26])=[O:25])[CH2:27][CH2:28][CH2:29][CH2:30][NH2:31]

Participants

5

Reactant 3

HCID 866Lysine, DL-HCID 962WaterHCID 38409Tienilic Acid

Product 1

HCID 70595659Lysine 2,3-dichloro-4-(2-thienylcarbonyl)-phenoxyacetate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

16.55 g 2,3-Dichloro-4-(2-thienylcarbonyl)-phenoxyacetic acid and 35 ml water were added to a solution of 7.3 g 2,6-diaminohexanoic acid in 150 ml anhydrous ethanol at about 45° C. The reaction mixture was held at about 100° C. for 10 minutes and then the mixture was cooled. The cooled mixture was filtered to isolate 16 g precipitated salt. M.Pt. 225° C.

Workup

  1. temperaturethe mixture was cooled
  2. filtrationThe cooled mixture was filtered
  3. customto isolate 16 g
  4. customprecipitated salt

Sources & evidence

ORD record
ord-5f126c7851244d06979333e24a3abacd
Source dataset
uspto-grants-1980_12
Patent number
US04239771

Linked notes

Loading…