Ethyl orthoformate → 6-Phenyl-1,2,4-triazolo[4,3-a]pyrimidine

Reaction equation

[NH:1]([C:3]1[N:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:5][N:4]=1)[NH2:2].[CH:15](OCC)(OCC)OCC>>[C:9]1([C:6]2[CH:7]=[N:8][C:3]3[N:4]([CH:15]=[N:2][N:1]=3)[CH:5]=2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

Reactant 2

HCID 31214Ethyl orthoformate

HCID 141699362-Hydrazino-5-phenylpyrimidine

Product 1

HCID 203333416-Phenyl-1,2,4-triazolo[4,3-a]pyrimidine

Procedure

A mixture of 2.5 g. of 2-hydrazino-5-phenylpyrimidine and 25 ml. of triethyl orthoformate is heated for 16 hours under reflux. The material that separates is collected and crystallized from ethanol to give 1.5 g. of the product of the Example, m.p. 231° C.

Workup

additionA mixture of 2.5 g
temperatureunder reflux
customThe material that separates is collected
customcrystallized from ethanol
customto give 1.5 g

Sources & evidence

ORD record: ord-9a4192171b444a14a381a1fef4bfd061
Source dataset: uspto-grants-1980_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04209621

Reaction notes

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