Ethyl Acetoacetate → HCID 90042901, compound

HRID 524678Notes

Reaction equation

HRID 524678 reaction equation
Cl.[S:2]1[CH:6]=[N:5][N:4]=[C:3]1[C:7](=[NH:9])[NH2:8].[F:10][C:11]1[CH:18]=[C:17]([F:19])[CH:16]=[CH:15][C:12]=1[CH:13]=O.O=[C:21]([CH3:28])[CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24]>>[F:10][C:11]1[CH:18]=[C:17]([F:19])[CH:16]=[CH:15][C:12]=1[CH:13]1[C:22]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[C:21]([CH3:28])[NH:8][C:7]([C:3]2[S:2][CH:6]=[N:5][N:4]=2)=[N:9]1

Participants

4

Reactant 3

HCID 8868Ethyl AcetoacetateHCID 737702,4-DifluorobenzaldehydeHCID 90043256HCID 90043256, compound

Product 1

HCID 90042901HCID 90042901, compoundYield 41.1%

Procedure

1,3,4-thiadiazole-2-carboximidamide hydrochloride (1.43 g, 8.69 mmol) was reacted with 2,4-difluorobenzaldehyde (1.23 g, 8.69 mmol) and ethyl 3-oxobutanoate (1.36 g, 10.5 mmol) according to the procedure as described in Example 1, Step A to give the title compound as a yellow solid (1.3 g, 41%). The compound was characterized by the following spectroscopic data:

Sources & evidence

ORD record
ord-ffcc25f5bf374fb580b1a9df7c16945d
Source dataset
uspto-grants-2016_05
Patent number
US09340538B2

Reaction notes

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