Hydrochloric Acid → HCID 178420214, compound

HRID 487700Notes

Reaction equation

HRID 487700 reaction equation
C([CH:4]1[CH2:10][CH2:9][CH2:8][NH:7][C:6]2[S:11][C:12]([C:14]3[O:15][C:16]4[CH:22]=[CH:21][C:20]([O:23][CH2:24][C:25]5[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=5[CH2:31][C:32]5[NH:36][N:35]=[N:34][N:33]=5)=[CH:19][C:17]=4[CH:18]=3)=[N:13][C:5]1=2)(=O)C.[OH-].[Na+].O.Cl>C(O)C>[N:13]1[C:5]2[CH2:4][CH2:10][CH2:9][CH2:8][NH:7][C:6]=2[S:11][C:12]=1[C:14]1[O:15][C:16]2[CH:22]=[CH:21][C:20]([O:23][CH2:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[CH2:31][C:32]3[NH:33][N:34]=[N:35][N:36]=3)=[CH:19][C:17]=2[CH:18]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 178466736HCID 178466736, compound

Product 1

HCID 178420214HCID 178420214, compoundYield 58.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 5-{2-[2-(8-acetyl-4,5,6,7-tetrahydro-8H-thiazolo[5,4-b]azepin-2-yl)benzofuran-5-yloxymethyl]phenylmethyl}-1H-tetrazole (65 mg) and 2N aqueous sodium hydroxide (0.65 ml) in ethanol (6 ml) was stirred under reflux for 4 hours. After being cooled, the resulting mixture was concentrated under reduced pressure to give residue. Water was added to the residue and adjusted to pH 3 with diluted aqueous hydrochloric acid. The appeared precipitates were collected by filtration and washed with water to give 5-{2-[2-(4,5,6,7-tetrahydro-8H-thiazolo[5,4-b]azepin-2-yl)benzofuran-5-yloxymethyl]phenylmethyl}-1H-tetrazole (35 mg).

Workup

  1. temperatureunder reflux for 4 hours
  2. temperatureAfter being cooled
  3. concentrationthe resulting mixture was concentrated under reduced pressure
  4. customto give residue
  5. customThe appeared precipitates
  6. filtrationwere collected by filtration
  7. washwashed with water

Sources & evidence

ORD record
ord-136b0e277ee94d8c9b9b98cab438a2f5
Source dataset
uspto-grants-1994_03
Patent number
US05296495

Reaction notes

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