Hydrochloric Acid → HCID 178440704, compound

HRID 867193Notes

Reaction equation

HRID 867193 reaction equation
[C:1]([C:5]1[CH:18]=[C:17]2[C:8]([S:9][C:10]3[CH:11]=[C:12]([C:20]#[N:21])[CH:13]=[CH:14][C:15]=3[C:16]2=[O:19])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[N-:22]=[N+:23]=[N-:24].[Na+].[Cl-].[NH4+].Cl>CN(C)C=O>[C:1]([C:5]1[CH:18]=[C:17]2[C:8]([S:9][C:10]3[CH:11]=[C:12]([C:20]4[NH:24][N:23]=[N:22][N:21]=4)[CH:13]=[CH:14][C:15]=3[C:16]2=[O:19])=[CH:7][CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 10541762HCID 10541762, compound

Product 1

HCID 178440704HCID 178440704, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 7-tert.butyl-3-cyanothioxanthone (1.25 g), sodium azide (0.31 g), ammonium chloride (0.25 g) and dimethylformamide (15 ml) was heated at 125°-130° C. for 4 hours, cooled, and poured into dilute hydrochloric acid. The yellow precipitated product was filtered off and recrystallised from dimethylformamide to yield 7-tert.-butyl-3-(5-tetrazolyl)thioxanthone, m.p. 277° C. with decomposition.

Workup

  1. temperaturewas heated at 125°-130° C. for 4 hours
  2. temperaturecooled
  3. filtrationThe yellow precipitated product was filtered off
  4. customrecrystallised from dimethylformamide

Sources & evidence

ORD record
ord-1a891586d2184651b0da6bda0cc56ca0
Source dataset
uspto-grants-1978_07
Patent number
US04103015

Reaction notes

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