Hydrochloric Acid → HCID 178435618, compound

HRID 596964Notes

Reaction equation

HRID 596964 reaction equation
[C:1]([C:3]1[CH:4]=[CH:5][C:6]2[C:7](=[O:19])[C:8]3[C:13]([S:14][C:15]=2[CH:16]=1)=[CH:12][CH:11]=[C:10]([CH2:17][CH3:18])[CH:9]=3)#[N:2].[N-:20]=[N+:21]=[N-:22].[Na+].[Cl-].[NH4+].Cl>CN(C)C=O>[CH2:17]([C:10]1[CH:9]=[C:8]2[C:13]([S:14][C:15]3[CH:16]=[C:3]([C:1]4[NH:22][N:21]=[N:20][N:2]=4)[CH:4]=[CH:5][C:6]=3[C:7]2=[O:19])=[CH:12][CH:11]=1)[CH3:18]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 10563642HCID 10563642, compound

Product 1

HCID 178435618HCID 178435618, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3-Cyano-7-ethylthioxanthone (5.3g), sodium azide (1.55g), and ammonium chloride (1.26g) in dimethylformamide were heated at 120° C. for 3 hr., cooled, and poured into dilute hydrochloric acid. The solid precipitate was filtered off and recrystallised twice from acetic acid to yield 7-ethyl-3-(5-tetrazolyl) thioxanthone m.p. 247° C. with decomposition. Found: C 61.92%; H 4.05%; N 18.18%. C16H12N4OS requires C 62.32%; H 3.92%; N 18.17%.

Workup

  1. temperature, cooled
  2. filtrationThe solid precipitate was filtered off
  3. customrecrystallised twice from acetic acid

Sources & evidence

ORD record
ord-dc01ea1432b4463299425270efc76dc6
Source dataset
uspto-grants-1977_03
Patent number
US04012499

Reaction notes

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