Water → HCID 12232368, compound

HRID 435687Notes

Reaction equation

HRID 435687 reaction equation
[I:1][C:2]1[CH:17]=[CH:16][C:5]2[S:6][C:7]3[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=3[CH:9](O)[CH2:10][C:4]=2[CH:3]=1.S(Cl)([Cl:20])=O.O>C1C=CC=CC=1.C(Cl)(Cl)Cl.N1C=CC=CC=1>[Cl:20][CH:9]1[C:8]2[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=2[S:6][C:5]2[CH:16]=[CH:17][C:2]([I:1])=[CH:3][C:4]=2[CH2:10]1

Participants

7

Reactant 3

HCID 962WaterHCID 24386Thionyl ChlorideHCID 5051433HCID 5051433, compound

Product 1

HCID 12232368HCID 12232368, compound

Reagents, catalysts & solvents 3

HCID 241BenzeneSolventHCID 1049PyridineSolventHCID 6212ChloroformSolvent

Procedure

A solution of 10.3 g of 10,11-dihydro-2-iodo-dibenzo[b,f]thiepin-10-ol in 64 ml of benzene, 45 ml of chloroform and 6.3 ml of pyridine is treated dropwise at -5° C with 5.7 ml of thionyl chloride. The mixture is stirred for 90 minutes at room temperature and for 30 minutes at 35°-40° C and is subsequently treated with water. The organic phase is washed successively with aqueous sodium bicarbonate solution and water, dried over magnesium sulphate, filtered and concentrated. There is obtained 10-chloro-10,11-dihydro-2-iodo-dibenzo[b,f]thiepin as a brown oil.

Workup

  1. washThe organic phase is washed successively with aqueous sodium bicarbonate solution and water
  2. dry with materialdried over magnesium sulphate
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-2aaa6fd321cd45539400e25f2131d374
Source dataset
uspto-grants-1977_02
Patent number
US04006144

Reaction notes

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