Ethanol → Ethyl 1-(1-methyl-1H-1,2,4-triazol-5-yl)cyclopropanecarbimidate

HRID 931169Notes

Reaction equation

HRID 931169 reaction equation
[Na].[CH3:2][N:3]1[C:7]([C:8]2([C:11]#[N:12])[CH2:10][CH2:9]2)=[N:6][CH:5]=[N:4]1.[CH2:13]([OH:15])[CH3:14]>>[CH3:2][N:3]1[C:7]([C:8]2([C:11](=[NH:12])[O:15][CH2:13][CH3:14])[CH2:10][CH2:9]2)=[N:6][CH:5]=[N:4]1

Participants

4

Reactant 3

HCID 702Ethanol2×HCID 5360545SodiumHCID 898542431-(1-methyl-1H-1,2,4-triazol-5-yl)cyclopropanecarbonitrile

Product 1

HCID 117966346Ethyl 1-(1-methyl-1H-1,2,4-triazol-5-yl)cyclopropanecarbimidate

Conditions

Temperature
60 °C

Procedure

Sodium metal (37 mg, 1.61 mmol) was added to anhydrous ethanol (5 mL) at room temperature. The mixture was stirred for 30 min. A solution of 1-(1-methyl-1H-1,2,4-triazol-5-yl)cyclopropanecarbonitrile (0.3 g, 2.0 mmol) in ethanol (5 mL) was added and the reaction mixture was heated to 60° C. for 1 h. The resulting mixture was used without further purification. MS (ES+APCI) (M+H) 195.1.

Workup

  1. customThe resulting mixture was used without further purification

Sources & evidence

ORD record
ord-2dcd82bfa8434101a10c5cf58323d067
Source dataset
uspto-grants-2016_03
Patent number
US09296745B2

Reaction notes

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