Hydrochloric Acid → HCID 21469035, compound

HRID 1938331Notes

Reaction equation

HRID 1938331 reaction equation
[N+:1]([C:4]1[CH:30]=[CH:29][C:7]([C:8]([N:10]2[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=3[C:14]3[S:21][C:22]([C:24]([O:26]CC)=[O:25])=[CH:23][C:13]=3[CH2:12][CH2:11]2)=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2].Cl>C(O)C.O1CCCC1.[OH-].[Na+]>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([C:8]([N:10]2[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=3[C:14]3[S:21][C:22]([C:24]([OH:26])=[O:25])=[CH:23][C:13]=3[CH2:12][CH2:11]2)=[O:9])=[CH:29][CH:30]=1)([O-:3])=[O:2]

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 21469028HCID 21469028, compound

Product 1

HCID 21469035HCID 21469035, compoundYield 96.4%

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolventHCID 14798Sodium HydroxideSolvent

Procedure

A mixture of 0.80 g of ethyl 4,5-dihydro-6-(4-nitrobenzoyl)-6H-thieno[3,2-d][1]-benzazepine-2-carboxylate in 25 ml of ethanol, 6 ml of tetrahydrofuran and 3.13 ml of 1M sodium hydroxide is stirred at room temperature for 22 hours. The mixture is acidified with 2 ml of 2M HCl and the solvents removed. The residue is dried under vacuum and extracted several times with CHCl3 --CH3 OH (1:1). The extracts are combined and the solvent removed to give 0.72 g of 4,5-dihydro-6-(4-nitro-benzoyl)-6H-thieno[3,2-d][1]benzazepine-2-carboxylic acid as a yellow solid; mass spectrum (CI) 395 (MH+).

Workup

  1. customthe solvents removed
  2. customThe residue is dried under vacuum
  3. extractionextracted several times with CHCl3 --CH3 OH (1:1)
  4. customthe solvent removed

Sources & evidence

ORD record
ord-71b41fd444b440b9a75ffc9908856708
Source dataset
uspto-grants-1997_12
Patent number
US05693635

Reaction notes

Loading…