Thionyl Chloride → 2-Methoxy-10,11-dihydrodibenzo[b,f]thiepin-9-carbonyl chloride

HRID 261548Notes

Reaction equation

HRID 261548 reaction equation
[CH3:1][O:2][C:3]1[CH:20]=[CH:19][C:6]2[S:7][C:8]3[CH:15]=[CH:14][CH:13]=[C:12]([C:16](O)=[O:17])[C:9]=3[CH2:10][CH2:11][C:5]=2[CH:4]=1.S(Cl)([Cl:23])=O>C1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:20]=[CH:19][C:6]2[S:7][C:8]3[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([Cl:23])=[O:17])[C:9]=3[CH2:10][CH2:11][C:5]=2[CH:4]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 3045903Dibenzo(b,f)thiepin-1-carboxylic acid, 10,11-dihydro-8-methoxy-

Product 1

HCID 233370652-Methoxy-10,11-dihydrodibenzo[b,f]thiepin-9-carbonyl chloride

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

An amount of 575 mg of 2-methoxy-9-carboxy-10,11-dihydrodibenzo[b,f]thiepin was dissolved in 10 ml of anhydrous benzene and to the mixture was added 1 ml of thionyl chloride. The resulting mixture was refluxed for 3 hours and freed of solvent under reduced pressure to obtain 614 mg of 2-methoxy-10,11-dihydrodibenzo[b,f]thiepin-9-carbonyl chloride.

Workup

  1. temperatureThe resulting mixture was refluxed for 3 hours

Sources & evidence

ORD record
ord-477cfffb6a9447d6a8a2c07314a01440
Source dataset
uspto-grants-1979_08
Patent number
US04166127

Reaction notes

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