Hydrochloric Acid → Dibenzo[b,f]thiepin-3-carboxylic Acid 5-Oxide

HRID 1074978Notes

Reaction equation

HRID 1074978 reaction equation
[C:1]([C:3]1[CH:4]=[CH:5][C:6]2[CH:12]=[CH:11][C:10]3[CH:13]=[CH:14][CH:15]=[CH:16][C:9]=3[S:8](=[O:17])[C:7]=2[CH:18]=1)#N.[OH-:19].[Na+].Cl.[OH2:22]>>[CH:5]1[C:6]2[CH:12]=[CH:11][C:10]3[CH:13]=[CH:14][CH:15]=[CH:16][C:9]=3[S:8](=[O:17])[C:7]=2[CH:18]=[C:3]([C:1]([OH:22])=[O:19])[CH:4]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 131518733-Cyanodibenzo[b,f]thiepin 5-oxide

Product 1

HCID 13151872Dibenzo[b,f]thiepin-3-carboxylic Acid 5-Oxide

Procedure

925 Mg. 3-cyanodibenzo[b,f]thiepin 5-oxide are refluxed for 31/2 hours in a mixture of 60 cc. 10% aqueous sodium hydroxide solution and 60 cc. denatured alcohol. The mixture is diluted with 1/2 liter of water and acidified with concentrated HCl. The acid precipitates and is filtered and dried. The yield of white dibenzo[b,f]thiepin-3-carboxylic acid 5-oxide is 965 mg. (97%), m.p. dec. 249° C.

Workup

  1. additionin a mixture of 60 cc
  2. customThe acid precipitates
  3. filtrationis filtered
  4. customdried
  5. custom249° C.

Sources & evidence

ORD record
ord-b134e3e4591f48fdb7f8fccd42c90190
Source dataset
uspto-grants-1983_07
Patent number
US04394515

Reaction notes

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