Acetic Acid → 8-Aminodibenzo[b,f]thiepin-3-carboxylic Acid 5,5-dioxide Hydrochloride

HRID 1075004Notes

Reaction equation

HRID 1075004 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[S:11](=[O:13])(=[O:12])[C:10]3[CH:14]=C(C#N)[CH:16]=[CH:17][C:9]=3[CH:8]=[CH:7][C:6]=2[CH:20]=1.[ClH:21].[C:22]([OH:25])(=[O:24])[CH3:23]>>[ClH:21].[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[S:11](=[O:13])(=[O:12])[C:10]3[CH:14]=[C:23]([C:22]([OH:25])=[O:24])[CH:16]=[CH:17][C:9]=3[CH:8]=[CH:7][C:6]=2[CH:20]=1

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 131518848-Amino-3-cyanodibenzo[b,f]thiepin-5,5-dioxide

Product 1

HCID 131518888-Aminodibenzo[b,f]thiepin-3-carboxylic Acid 5,5-dioxide Hydrochloride

Procedure

415 Mg. 8-amino-3-cyanodibenzo[b,f]thiepin-5,5-dioxide is suspended in a mixture of 15 cc. concentrated hydrochloric acid and 15 cc. acetic acid and refluxed for 24 hours. The reaction mixture is evaporated to dryness and the residue collected and dried at 100° C. at 0.5 mm./Hg. to yield 454 mg. pure product, m.p. 280° C.

Workup

  1. customThe reaction mixture is evaporated to dryness
  2. customthe residue collected
  3. customdried at 100° C. at 0.5 mm
  4. customto yield 454 mg

Sources & evidence

ORD record
ord-2cfa132c85194cb4bd3b3495f8abca88
Source dataset
uspto-grants-1983_07
Patent number
US04394515

Reaction notes

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