3-Hydroxypropionic acid → beta-Carboxyethyl 10,11-Dihydro-11-oxodibenzo[b,f][1,4]thiazepin-3-carboxylate

HRID 444168

Reaction equation

HRID 444168 reaction equation
Cl[C:2]([C:4]1[CH:19]=[CH:18][C:7]2[C:8](=[O:17])[NH:9][C:10]3[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=3[S:12][C:6]=2[CH:5]=1)=[O:3].[Na].[OH:21][CH2:22][CH2:23][C:24]([OH:26])=[O:25]>O1CCCC1>[O:17]=[C:8]1[C:7]2[CH:18]=[CH:19][C:4]([C:2]([O:21][CH2:22][CH2:23][C:24]([OH:26])=[O:25])=[O:3])=[CH:5][C:6]=2[S:12][C:11]2[CH:13]=[CH:14][CH:15]=[CH:16][C:10]=2[NH:9]1

Participants

5

Reactant 3

HCID 681523-Hydroxypropionic acidHCID 5360545SodiumHCID 234644803-Chlorocarbonyl-10,11-dihydro-11-oxodibenzo[b,f][1,4]thiazepin

Product 1

HCID 23464478beta-Carboxyethyl 10,11-Dihydro-11-oxodibenzo[b,f][1,4]thiazepin-3-carboxylate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Dissolve 1.0 gm. of 3-chlorocarbonyl-10,11-dihydro-11-oxodibenzo[b,f][1,4]thiazepine in 20 cc. of tetrahydrofuran and add 1.0 gm. of the sodium salt of β-hydroxypropionic acid. Stir the mixture at room temperature for 18 hours. Filter and evaporate the filtrate to dryness. Recrystallize the solid residue from ethanol to obtain the title product.

Workup

  1. dissolutionDissolve 1.0 gm
  2. filtrationFilter
  3. customevaporate the filtrate to dryness
  4. customRecrystallize the solid residue from ethanol

Sources & evidence

ORD record
ord-b6769a818fde43e9850d0873255c633c
Source dataset
uspto-grants-1981_04
Patent number
US04263207

Linked notes

Loading…