Hydrochloric Acid → HCID 178440704, compound

HRID 596965Notes

Reaction equation

HRID 596965 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 (1.25g), sodium azide (0.31g), ammonium chloride (0.25g) and dimethylformamide (15ml) was heated at 125°- 130° C for 4 hr., 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. Found: C 64.33%; H 5.11%; N 16.68%. C18H16O4OS requires C 64.27%; H 4.80%; N 16.66%.

Workup

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

Sources & evidence

ORD record
ord-23f6c58951ad45dea284699e13d86d41
Source dataset
uspto-grants-1977_03
Patent number
US04012499

Reaction notes

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