5-Chlorovaleryl chloride → HCID 13656413, compound

HRID 579755Notes

Reaction equation

HRID 579755 reaction equation
[NH2:1][CH:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[CH2:6][S:5][C:4]2[CH:13]=[CH:14][CH:15]=[CH:16][C:3]1=2.[Cl:17][CH2:18][CH2:19][CH2:20][CH2:21][C:22](Cl)=[O:23]>O1CCOCC1>[Cl:17][CH2:18][CH2:19][CH2:20][CH2:21][C:22]([NH:1][CH:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[CH2:6][S:5][C:4]2[CH:13]=[CH:14][CH:15]=[CH:16][C:3]1=2)=[O:23]

Participants

4

Reactant 2

HCID 740895-Chlorovaleryl chlorideHCID 124891006,11-Dihydrodibenzo[b,e]thiepin-11-amine

Product 1

HCID 13656413HCID 13656413, compoundYield 93.4%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 8.8 g of 11-amino-6,11-dihydrodibenzo[b,e]thiepin, 6.0 g of 5-chlorovaleryl chloride and 100 ml of dioxane is heated with stirring under reflux for 15 hours. The solvent is distilled off under reduced pressure. The residue is recrystallized from ethanol to give 12.5 g of the title compound, m.p. 155°-156° C.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 15 hours
  3. distillationThe solvent is distilled off under reduced pressure
  4. customThe residue is recrystallized from ethanol

Sources & evidence

ORD record
ord-803d42ff85124d48bb7b648bf79a6341
Source dataset
uspto-grants-1988_06
Patent number
US04749703

Reaction notes

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