Hydrochloric Acid → HCID 178527129, compound

HRID 1447560Notes

Reaction equation

HRID 1447560 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-(5tetrazolyl)thioxanthone-10,10-dioxide (1.25 g.), zinc wool (2.50 g.) and mercuric acetate (0.10 g.) 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-18312188c6d342ea8edd1b7b354cd43c
Source dataset
uspto-grants-1979_12
Patent number
US04177257

Reaction notes

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