Sodium Hydroxide → 10,11-Dihydro-11-oxodibenzo[b,f][1,4]thiazepin-3-carboxylic acid

HRID 444136Notes

Reaction equation

HRID 444136 reaction equation
[O:1]=[C:2]1[C:8]2[CH:9]=[CH:10][C:11]([C:13]([O:15]C)=[O:14])=[CH:12][C:7]=2[S:6][C:5]2[CH:17]=[CH:18][CH:19]=[CH:20][C:4]=2[NH:3]1.[OH-].[Na+]>O1CCCC1>[O:1]=[C:2]1[C:8]2[CH:9]=[CH:10][C:11]([C:13]([OH:15])=[O:14])=[CH:12][C:7]=2[S:6][C:5]2[CH:17]=[CH:18][CH:19]=[CH:20][C:4]=2[NH:3]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 13013924HCID 13013924, compound

Product 1

HCID 1301392310,11-Dihydro-11-oxodibenzo[b,f][1,4]thiazepin-3-carboxylic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Dissolve 1.49 gm of the ester of Example 2 in 50 cc of tetrahydrofuran. Add 40 cc of 10% sodium hydroxide and stir at room temperature for 3 hours. Evaporate the tetrahydrofuran and extract the aqueous residue with ethyl acetate. Acidify and separate the precipitate by filtration. Wash the precipitate well with water and dry in vacuo to obtain the title product (m.p. 362°-364° C.).

Workup

  1. customEvaporate the tetrahydrofuran
  2. extractionextract the aqueous residue with ethyl acetate
  3. customseparate the precipitate
  4. filtrationby filtration
  5. washWash the precipitate well with water
  6. customdry in vacuo

Sources & evidence

ORD record
ord-6a01973b78f14887b3cdac652343957a
Source dataset
uspto-grants-1981_04
Patent number
US04263207

Reaction notes

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