Ethanol → HCID 13013932, compound

HRID 444149Notes

Reaction equation

HRID 444149 reaction equation
[CH:1]1[C:6]2[CH2:7][NH:8][C:9]3[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=3[S:11](=[O:13])(=[O:12])[C:5]=2[CH:4]=[C:3]([C:18]([O:20]C)=[O:19])[CH:2]=1.[OH-].[K+].O.C(O)C>O1CCOCC1>[CH:1]1[C:6]2[CH2:7][NH:8][C:9]3[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=3[S:11](=[O:13])(=[O:12])[C:5]=2[CH:4]=[C:3]([C:18]([OH:20])=[O:19])[CH:2]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 962WaterHCID 14797Potassium HydroxideHCID 13013933Methyl 10,11-dihydrodibenzo[b,f][1,4]thiazepin-3-carboxylate 5,5-Dioxide

Product 1

HCID 13013932HCID 13013932, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Stir a mixture of 3.03 gm. (10 mmole) of the ester of Example 15, 2.24 gm. (20 mmole) of 85% aqueous potassium hydroxide, 11 ml. of water, 55 ml. of ethanol and 5.5 ml. of dioxane under nitrogen for 2 hours. Concentrate the reaction mixture to the point of crystallization and dilute with 40 ml. of water. Filter and acidify with acetic acid. Separate the precipitate by filtration and wash with water and dry to obtain the title product (m.p. 304°-306° C.).

Workup

  1. additiona mixture of 3.03 gm
  2. concentrationConcentrate the reaction mixture
  3. customto the point of crystallization
  4. additiondilute with 40 ml
  5. filtrationFilter
  6. customSeparate the precipitate
  7. filtrationby filtration
  8. washwash with water
  9. customdry

Sources & evidence

ORD record
ord-20952a204f2a4749b2c12d833414a7ee
Source dataset
uspto-grants-1981_04
Patent number
US04263207

Reaction notes

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