Hydrochloric Acid → HCID 178488259, compound

HRID 1199723Notes

Reaction equation

HRID 1199723 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]2[C:14](=[CH:15][CH:16]=1)[C:13](=[O:17])[C:12]1[CH:11]=[C:10]([O:18][CH3:19])[CH:9]=[CH:8][C:7]=1[O:6]2)#[N:2].[N-:20]=[N+:21]=[N-:22].[Na+].[Cl-].[NH4+].Cl>CN(C)C=O.O>[CH3:19][O:18][C:10]1[CH:9]=[CH:8][C:7]2[O:6][C:5]3[C:14](=[CH:15][CH:16]=[C:3]([C:1]4[NH:22][N:21]=[N:20][N:2]=4)[CH:4]=3)[C:13](=[O:17])[C:12]=2[CH:11]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 198655247-Methoxy-9-oxo-9H-xanthene-3-carbonitrile

Product 1

HCID 178488259HCID 178488259, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

6-Cyano-2-methoxyxanthone (12.6 g) was heated with sodium azide (3.41 g) and ammonium chloride (2.95 g) in dimethylformamide (100 ml) at 125° for 6 h. The reaction mixture was diluted with water and acidified with excess hydrochloric acid. The precipitated 2-methoxy-6-(5-tetrazolyl)xanthone was filtered off, washed with water, and recrystallised from dimethylformamide, decomposes above 300°.

Workup

  1. filtrationThe precipitated 2-methoxy-6-(5-tetrazolyl)xanthone was filtered off
  2. washwashed with water
  3. customrecrystallised from dimethylformamide
  4. customdecomposes above 300°

Sources & evidence

ORD record
ord-655e5167407149a48f85ad7ecda39d32
Source dataset
uspto-grants-1990_02
Patent number
US04902701

Reaction notes

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