3-Dimethylamino-3'-trifluoromethylacrylophenone → 2-Ethyl-7-(m-trifluoromethylphenyl)-1,2,4-triazolo[1,5-a]pyrimidine

HRID 1707062Notes

Reaction equation

HRID 1707062 reaction equation
[NH2:1][C:2]1[N:6]=[C:5]([CH2:7][CH3:8])[NH:4][N:3]=1.CN(C)[CH:11]=[CH:12][C:13]([C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[CH:16]=1)=O>C(O)(=O)C>[CH2:7]([C:5]1[N:6]=[C:2]2[N:1]=[CH:11][CH:12]=[C:13]([C:15]3[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:22])([F:23])[F:24])[CH:16]=3)[N:3]2[N:4]=1)[CH3:8]

Participants

4

Reactant 2

HCID 7300243-Dimethylamino-3'-trifluoromethylacrylophenoneHCID 17142045-ethyl-1H-1,2,4-triazol-3-amine

Product 1

HCID 203333652-Ethyl-7-(m-trifluoromethylphenyl)-1,2,4-triazolo[1,5-a]pyrimidine

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 2.24 g. of 3-amino-5-ethyl-1,2,4-triazole and 4.86 g. of 3-dimethylamino-3'-trifluoromethylacrylophenone in 50 ml. of glacial acetic acid is refluxed for 16 hours. The resulting mixture is worked up as described in Example 54 to give the product of the Example, m.p. 132°-134° C.

Workup

  1. additionA mixture of 2.24 g
  2. customto give the product of the Example, m.p. 132°-134° C.

Sources & evidence

ORD record
ord-5aee4fedb5c848efb47806bdadc4cb0f
Source dataset
uspto-grants-1980_06
Patent number
US04209621

Reaction notes

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