Thionyl Chloride → 11-Chloro-6,11-dihydrodibenz[b,e]thiepin

HRID 1287926Notes

Reaction equation

HRID 1287926 reaction equation
[CH:1]1[C:11]2[CH:10](O)[C:9]3[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=3[CH2:7][S:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.S(Cl)([Cl:19])=O>C1C=CC=CC=1>[Cl:19][CH:10]1[C:9]2[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=2[CH2:7][S:6][C:5]2[CH:4]=[CH:3][CH:2]=[CH:1][C:11]1=2

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 6014316,11-Dihydrodibenzo[b,e]thiepin-11-ol

Product 1

HCID 1251455711-Chloro-6,11-dihydrodibenz[b,e]thiepin

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

19.5 G. of 6,11-dihydro-dibenzo[b,e]thiepin-11-ol, 25 ml. of thionyl chloride and 180 ml. of absolute benzene are heated under reflux conditions for 2 hours. The mixture is evaporated, treated several times with absolute benzene and then evaporated. The crude 11-chloro-6,11-dihydro-dibenzo[b,e]thiepin obtained as the residue is used without further purification.

Workup

  1. customThe mixture is evaporated
  2. additiontreated several times with absolute benzene
  3. customevaporated

Sources & evidence

ORD record
ord-b0601f57b40a45108f4dae91f40ef2b3
Source dataset
uspto-grants-1976_10
Patent number
US03985895

Reaction notes

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