Water → HCID 13936590, compound

HRID 2309276Notes

Reaction equation

HRID 2309276 reaction equation
[CH2:1]([N:3]1[C:8]([C:9]2[O:13][C:12]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[N:11][N:10]=2)=[C:7]([OH:20])[C:6]2[CH:21]=[CH:22][CH:23]=[CH:24][C:5]=2[S:4]1(=[O:26])=[O:25])[CH3:2].[CH:27]1([C:32](O)=[O:33])[CH2:31][CH2:30][CH2:29][CH2:28]1.C1(N=C=NC2CCCCC2)CCCCC1.O>N1C=CC=CC=1>[CH:27]1([C:32]([O:20][C:7]2[C:6]3[CH:21]=[CH:22][CH:23]=[CH:24][C:5]=3[S:4](=[O:26])(=[O:25])[N:3]([CH2:1][CH3:2])[C:8]=2[C:9]2[O:13][C:12]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[N:11][N:10]=2)=[O:33])[CH2:31][CH2:30][CH2:29][CH2:28]1

Participants

6

Reactant 4

HCID 962WaterHCID 10868DicyclohexylcarbodiimideHCID 18840Cyclopentanecarboxylic acidHCID 135838381HCID 135838381, compound

Product 1

HCID 13936590HCID 13936590, compoundYield 83.3%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 2-ethyl-4-hydroxy-3-(2-phenyl-1,3,4-oxadiazol-5-yl)-1,2-benzothiazine 1,1-dioxide (0.739 g), cyclopentanecarboxylic acid (0.34 g) and N,N'-dicyclohexylcarbodiimide (1.55 g) in pyridine (2.5 ml) was stirred at room temperature for 16 hours. Water (7 ml) was added to the reaction mixture and the solid thus formed was filtered and washed with water. The solid was then dissolved in chloroform and filtered. The filtrate was concentrated. The residue was recrystallized from toluene to give the title compound (0.776 g). M.P.: 194°-196° C.

Workup

  1. customthe solid thus formed
  2. filtrationwas filtered
  3. washwashed with water
  4. dissolutionThe solid was then dissolved in chloroform
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated
  7. customThe residue was recrystallized from toluene

Sources & evidence

ORD record
ord-28fe8772bba748de95ba9c395252d496
Source dataset
uspto-grants-1987_09
Patent number
US04694080

Reaction notes

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