Dimethylformamide diethylacetal → Ethyl 2-(4-cyanotriazol-1-yl)-3-(dimethylamino)prop-2-enoate

HRID 2039472Notes

Reaction equation

HRID 2039472 reaction equation
[C:1]([C:3]1[N:4]=[N:5][N:6]([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:7]=1)#[N:2].C(O[CH:17](OCC)[N:18]([CH3:20])[CH3:19])C>>[CH3:17][N:18]([CH3:20])[CH:19]=[C:8]([N:6]1[CH:7]=[C:3]([C:1]#[N:2])[N:4]=[N:5]1)[C:9]([O:11][CH2:12][CH3:13])=[O:10]

Participants

3

Reactant 2

HCID 70913Dimethylformamide diethylacetalHCID 54053451ethyl 2-(4-cyano-1H-1,2,3-triazol-1-yl)acetate

Product 1

HCID 66725972Ethyl 2-(4-cyanotriazol-1-yl)-3-(dimethylamino)prop-2-enoate

Procedure

1.3 g (7.5 mmol) of the compound from Example 4A and 1.4 ml (1.2 g, 8.2 mmol) of N,N-dimethylformamide diethyl acetal are stirred at a bath temperature of 100° C. for 16 h. For work-up, the cooled reaction solution is concentrated on a rotary evaporator and the residue is dried under reduced pressure. Yield: 1.5 g (86% of theory)

Workup

  1. customFor work-up, the cooled reaction solution
  2. concentrationis concentrated on a rotary evaporator
  3. customthe residue is dried under reduced pressure

Sources & evidence

ORD record
ord-ba7df1f5f0ed45e399ddc4403e5fef70
Source dataset
uspto-grants-2013_11
Patent number
US08580778B2

Reaction notes

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