Phenylacetonitrile → HCID 178420213, compound

HRID 42714

Reaction equation

[C:1]([C:9]1[N:13](C)[N:12]=[N:11][N:10]=1)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(C#N)C1C=CC=CC=1.[N-]=[N+]=[N-].[NH4+]>>[CH2:1]([C:9]1[NH:10][N:11]=[N:12][N:13]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

Reactant 3

HCID 8794Phenylacetonitrile

HCID 10313046Ammonium azide

HCID 12331986(1-methyl-1H-tetrazol-5-yl)(phenyl)methanone

Product 1

HCID 178420213HCID 178420213, compound

Procedure

Another process for the preparation of 5-benzoyl-1-methyltetrazole is known from J. Amer. Chem. Soc. 1963, 85, 2967-2976. Benzyl cyanide is reacted with ammonium azide to give 5-benzyltetrazole and then oxidized with chromium trioxide to give 5-benzoyltetrazole. The methylation to 5-benzoyl-1-methyltetrazole takes place with diazomethane. This synthesis route is likewise disadvantageous as regards safety and economical aspects.

Sources & evidence

ORD record: ord-8b07902def7e40a589fe52db19471ae8
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08536211B2

Linked notes

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