Hydrochloric Acid → HCID 178477841, compound

HRID 372490Notes

Reaction equation

HRID 372490 reaction equation
[Cl:1][C:2]1[CH:15]=[CH:14][C:13]2[S:12][C:11]3[C:6](=[CH:7][CH:8]=[C:9]([C:16]#[N:17])[CH:10]=3)[CH2:5][C:4]=2[CH:3]=1.[N-:18]=[N+:19]=[N-:20].[Na+].[Cl-].[NH4+].Cl>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[C:4]2[C:13]([S:12][C:11]3[CH:10]=[C:9]([C:16]4[NH:20][N:19]=[N:18][N:17]=4)[CH:8]=[CH:7][C:6]=3[CH2:5]2)=[CH:14][CH:15]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 20327726HCID 20327726, compound

Product 1

HCID 178477841HCID 178477841, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
130 °C

Procedure

A mixture of 2-chloro-6-cyanothioxanthene (1.38g.), sodium azide (0.71g.), ammonium chloride (0.59g.) and dimethylformamide (20 ml.) was heated at 130° C. for 7 hr. The mixture was cooled, poured into cold dilute hydrochloric acid, and the precipitated product filtered off. Recrystallisation from acetic acid yielded 7-chloro-3(5-tetrazolyl)thioxanthene, which was dired at 154° C./20mm Hg., m.pt. 257° C. with decomposition.

Workup

  1. temperatureThe mixture was cooled
  2. filtrationthe precipitated product filtered off
  3. customRecrystallisation from acetic acid

Sources & evidence

ORD record
ord-846aa3b3f5504ea5a679484427ee73f5
Source dataset
uspto-grants-1978_05
Patent number
US04091108

Reaction notes

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