Hydrochloric Acid → HCID 19786398, compound

HRID 2413153Notes

Reaction equation

HRID 2413153 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5](C#N)=[CH:4][N:3]=1.[Cl-].[NH4+].[N-]=[N+]=[N-].[Na+].Cl.[OH2:21]>CN(C)C=O>[OH2:21].[CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1.[CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 962WaterHCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 131269461-Chloroisoquinoline-4-carbonitrile

Product 1

HCID 19786398HCID 19786398, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 7.0 g of 1-chloro-4-cyanoisoquinoline, 4.3 g of ammonium chloride, 5.3 g of sodium azide and 100 ml of dimethylformamide was heated at 120° C. for 16 hours. The mixture was poured into 600 ml of water and acidified to a pH of 2 with hydrochloric acid. The cream colored precipitate which formed was separated by filtration and dried and then recrystallized from dimethylsulfoxide to give 5-(1H-tetrazol-5-yl)tetrazolo[5,1-a[isoquinoline hemihydrate melting at about 235°-250° C. decomposition.

Workup

  1. customThe cream colored precipitate which formed
  2. customwas separated by filtration
  3. customdried
  4. customrecrystallized from dimethylsulfoxide

Sources & evidence

ORD record
ord-8075747ffb50417b966602042838c6f6
Source dataset
uspto-grants-1985_01
Patent number
US04496569

Reaction notes

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