HCID 24846835, compound → HCID 20481333, compound

HRID 1648938Notes

Reaction equation

HRID 1648938 reaction equation
[ClH:1].[CH2:2]([N:9]1[CH2:15][CH2:14][C:13]2[CH:16]=[C:17](C(O)=O)[S:18][C:12]=2[CH2:11][CH2:10]1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>Cl>[ClH:1].[CH2:2]([N:9]1[CH2:15][CH2:14][C:13]2[CH:16]=[CH:17][S:18][C:12]=2[CH2:11][CH2:10]1)[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

3

Reactant 1

HCID 24846835HCID 24846835, compound

Product 1

HCID 20481333HCID 20481333, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

3.1 gm (0.096 mol) of 6-benzyl-5,6,7,8-tetrahydro-4H-thieno[2,3-d]azepine-2-carboxylic acid hydrochloride were refluxed for 48 hours in 30 ml of concentrated hydrochloric acid. After cooling, the reaction mixture was concentrated by evaporation in vacuo, the residue was mixed with water, and the aqueous solution was made alkaline with 6 N sodium hydroxide solution and extracted several times with ether. The ether phases were again washed with water, dried over sodium sulfate and concentrated by evaporation in vacuo. After evaporating again with benzene, a brown oil remained which was dissolved in isopropyl alcohol. The hydrochloride was precipitated with isopropanolic hydrochloric acid and then recrystallized from isopropyl alcohol.

Workup

  1. temperatureAfter cooling
  2. concentrationthe reaction mixture was concentrated by evaporation in vacuo
  3. additionthe residue was mixed with water
  4. extractionextracted several times with ether
  5. washThe ether phases were again washed with water
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated by evaporation in vacuo
  8. customAfter evaporating again with benzene
  9. dissolutionwas dissolved in isopropyl alcohol
  10. customThe hydrochloride was precipitated with isopropanolic hydrochloric acid
  11. customrecrystallized from isopropyl alcohol

Sources & evidence

ORD record
ord-ef19c15e5e454a07bcc997b19255a1c4
Source dataset
uspto-grants-1983_11
Patent number
US04414225

Reaction notes

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