Nitrous Acid → HCID 20574103, compound

HRID 895074Notes

Reaction equation

HRID 895074 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6](Cl)[CH:5]=[CH:4][C:3]=1[C:9]1[NH:13][N:12]=[N:11][N:10]=1.[N:14](O)=O.ClC1C=CC2C3N(N=NN=3)N=NC=2C=1.NC1C=C(C)C=CC=1C1NN=NN=1.CC1C=CC2C3N(N=NN=3)N=NC=2C=1.NC1C=C(OC)C(OC)=CC=1C1NN=NN=1.COC1C(OC)=CC2C3N(N=NN=3)N=NC=2C=1.NC1C=CC([N+]([O-])=O)=CC=1C1NN=NN=1.[N+](C1C=CC2N=NN3N=NN=C3C=2C=1)([O-])=O.NC1C=C(Cl)C(Cl)=CC=1C1NN=NN=1.ClC1C(Cl)=CC2C3N(N=NN=3)N=NC=2C=1.NC1C=C(C(F)(F)F)C=CC=1C1NN=NN=1>>[N:10]1[N:11]=[N:12][N:13]2[C:9]=1[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[N:1]=[N:14]2

Participants

13

Reactant 12

HCID 24529Nitrous AcidHCID 20574095HCID 20574095, compoundHCID 20574096HCID 20574096, compoundHCID 20574098HCID 20574098, compoundHCID 20574100HCID 20574100, compoundHCID 20574101HCID 20574101, compoundHCID 178424089HCID 178424089, compoundHCID 178493125HCID 178493125, compoundHCID 178507664HCID 178507664, compoundHCID 178507674HCID 178507674, compoundHCID 178507675HCID 178507675, compoundHCID 178507743HCID 178507743, compound

Product 1

HCID 20574103HCID 20574103, compound

Procedure

Other substituted tetrazolobenzotriazines of the general formula shown above are made by the procedure, of the foregoing examples using appropriately substituted 5-(2-aminophenyl)tetrazoles as starting materials. For example, in this way 5-(2-amino-4-chlorophenyl)tetrazole is reacted with nitrous acid to make 8-chlorotetrazolo[4,5-C][1,2,3]benzotriazine; 5-(2-amino-4-methylphenyl)tetrazole is reacted to make 8-methyltetrazolo[4,5-C][1,2,3]benzotriazine; 5-(2-amino-4,5-dimethoxyphenyl)tetrazole is reacted to make 8,9-dimethoxytetrazolo[4,5-C][1,2,3]benzotriazine; 5-(2-amino-5-nitrophenyl)tetrazole is reacted to make 9-nitrotetrazolo[4,5-C][1,2,3]benzotriazine; 5-(2-amino-4,5-dichlorophenyl)tetrazole is reacted to make 8,9-dichlorotetrazolo[4,5-C][1,2,3]benzotriazine; and 5-(2-amino-4-trifluoromethylphenyl)tetrazole is reacted to produce 8-trifluoromethyl)tetrazolo[4,5-C][1,2,3]benzotriazine. These substituted tetrazolobenzotriazine products have explosive properties similar to those of the products of Examples 1-3.

Sources & evidence

ORD record
ord-c1f11a516161455da0e371b2fdff9286
Source dataset
uspto-grants-1981_08
Patent number
US04286090

Reaction notes

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