Hydrochloric Acid → HCID 178527129, compound

HRID 614497Notes

Reaction equation

HRID 614497 reaction equation
[NH:1]1[C:5]([C:6]2[CH:7]=[CH:8][C:9]3[C:10](=O)[C:11]4[C:16]([S:17](=[O:21])(=[O:20])[C:18]=3[CH:19]=2)=[CH:15][CH:14]=[CH:13][CH:12]=4)=[N:4][N:3]=[N:2]1.Cl>[Zn].C(O)(=O)C>[NH:1]1[C:5]([C:6]2[CH:7]=[CH:8][C:9]3[CH2:10][C:11]4[C:16]([S:17](=[O:21])(=[O:20])[C:18]=3[CH:19]=2)=[CH:15][CH:14]=[CH:13][CH:12]=4)=[N:4][N:3]=[N:2]1

Participants

5

Reactant 2

HCID 313Hydrochloric Acid2×HCID 178515054HCID 178515054, compound

Product 1

HCID 178527129HCID 178527129, compound

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 176Acetic AcidSolvent

Procedure

To 3-(5-tetrazolyl)thioxanthone-10,10-dioxide (1.25g.), zinc wool (2.50g.) and mercuric acetate (0.10g.) was added acetic acid (25 ml.) and concentrated hydrochloric acid (25 ml.), and the mixture boiled under reflux for 2 hr. After this time a further amount of hydrochloric acid (1.5 ml.) was added and the mixture boiled for a further 4 hr., filtered while hot, cooled, and diluted with water. The crude product was filtered off, recrystallised three times from methanol, and dried at 80° C in vacuo to give 3-(5-tetrazolyl)thioxanthene-10,10-dioxide m.pt. 233° C with decomposition.

Workup

  1. temperatureunder reflux for 2 hr
  2. filtration, filtered while hot,
  3. temperaturecooled
  4. additiondiluted with water
  5. filtrationThe crude product was filtered off
  6. customrecrystallised three times from methanol
  7. customdried at 80° C in vacuo

Sources & evidence

ORD record
ord-cbb96f773ecd468ba8e968826e479dc1
Source dataset
uspto-grants-1979_03
Patent number
US04145350

Reaction notes

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