Water → HCID 20548188, compound

HRID 2059060Notes

Reaction equation

HRID 2059060 reaction equation
[CH3:1][C:2]1([CH3:24])[CH2:23][CH2:22][C:5]2[N:6]=[C:7]([NH:9][C:10]([C:12]([O:14]CC3C=CC=CC=3)=[O:13])=[O:11])[S:8][C:4]=2[CH2:3]1.O.[H][H]>[Pd].C(O)C>[CH3:1][C:2]1([CH3:24])[CH2:23][CH2:22][C:5]2[N:6]=[C:7]([NH:9][C:10]([C:12]([OH:14])=[O:13])=[O:11])[S:8][C:4]=2[CH2:3]1

Participants

6

Reactant 3

HCID 962WaterHCID 20548193HCID 20548193, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20548188HCID 20548188, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

The acids of Examples 26 to 37 are also prepared by hydrogenolysis of the corresponding benzyl esters, by adaptation of the following specific exemplary method. Benzyl 6,6-dimethyl-4,5,6,7-tetrahydrobenzthiazol-2-ylcarbamoylcarboxylate (1 g.) in 25 ml. of 50:50 water:ethanol in the presence of 5% palladium on carbon (300 mg.) is hydrogenated at atmospheric pressure and room temperature until uptake of hydrogen is complete (in small excess of one equivalent to account for reduction of the catalyst). The catalyst is removed by filtration and the filtrate evaporated to dryness to yield 6,6-dimethyl-4,5,6,7-tetrahydrobenzthiazol-2-ylcarbamoylcarboxylic acid.

Workup

  1. customThe catalyst is removed by filtration
  2. customthe filtrate evaporated to dryness

Sources & evidence

ORD record
ord-3bba581b9fd6442196e032dc2fb8844e
Source dataset
uspto-grants-1982_03
Patent number
US04321372

Reaction notes

Loading…