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

HRID 485443Notes

Reaction equation

HRID 485443 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-f1b828d1334d4eb69e3700664a99d7dd
Source dataset
uspto-grants-1985_08
Patent number
US04536507

Reaction notes

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