Hydrochloric Acid → HCID 178518665, compound

HRID 648447Notes

Reaction equation

HRID 648447 reaction equation
[C:1]([C:3]1[C:4](=[O:13])[NH:5][C:6]2[C:11]([CH:12]=1)=[CH:10][CH:9]=[CH:8][N:7]=2)#[N:2].[Cl-].[NH4+].[N-:16]=[N+:17]=[N-:18].[Na+].Cl>CN(C)C=O.O>[NH:16]1[C:1]([C:3]2[C:4](=[O:13])[NH:5][C:6]3[C:11]([CH:12]=2)=[CH:10][CH:9]=[CH:8][N:7]=3)=[N:2][N:18]=[N:17]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 113442532-Oxo-1,2-dihydro-1,8-naphthyridine-3-carbonitrile

Product 1

HCID 178518665HCID 178518665, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
120 °C

Procedure

A solution was prepared by heating 6.0 parts of 3-cyano-2(1H)naphthyridinone in 150 ml of dimethylformamide. There was then added 1.9 g of ammonium chloride and 2.3 g of sodium azide and the resulting solution was heated at 120° C. for 84 hours. The mixture was then poured into 500 ml of water and acidified to pH 2 with concentrated hydrochloric acid. The light yellow precipitate which formed was separated by filtration, washed with water and dried to give 3-(1H-tetrazol-5-yl)-2(1H)-naphthyridinone (1/3 hydrochloride) melting at greater than 300° C.

Workup

  1. customA solution was prepared
  2. customThe light yellow precipitate which formed
  3. customwas separated by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-4ba9c51df6664162b05677b6cc706306
Source dataset
uspto-grants-1988_04
Patent number
US04735948

Reaction notes

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