Hydrochloric Acid → 7-Chlorotetrazolo[4,5-C][1,2,3]benzotriazine

HRID 895072Notes

Reaction equation

HRID 895072 reaction equation
[NH2:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C:9]1[NH:13][N:12]=[N:11][N:10]=1.[N:14]([O-])=O.[Na+].Cl.C([O-])(O)=O.[Na+]>>[Cl:8][C:7]1[C:2]2[N:1]=[N:14][N:10]3[N:11]=[N:12][N:13]=[C:9]3[C:3]=2[CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 23668193Sodium NitriteHCID 178507820HCID 178507820, compound

Product 1

HCID 205740977-Chlorotetrazolo[4,5-C][1,2,3]benzotriazineYield 80.5%

Procedure

This compound was prepared from 1 g of 5-(2-amino-3-chlorophenyl)tetrazole, 0.45 g of NaNO2, and concentrated HCl by the procedure described in Example 1. The reaction mixture was made basic with aqueous NaHCO3 and extracted with chloroform as before. The combined and dried extracts were concentrated under a stream of nitrogen at room temperature. The residue was washed with hexane and air dried to yield 0.85 g of a cream colored solid identified by thin layer chromatographic analysis and infrared absorption analyses as the essentially pure compound 7-chlorotetrazolo[4,5-C][1,2,3]benzotriazine.

Workup

  1. extractionextracted with chloroform as before
  2. customdried extracts
  3. concentrationwere concentrated under a stream of nitrogen at room temperature
  4. washThe residue was washed with hexane and air
  5. customdried

Sources & evidence

ORD record
ord-5aad504309654e25926c32475b1497a0
Source dataset
uspto-grants-1981_08
Patent number
US04286090

Reaction notes

Loading…