Chloroacetonitrile → HCID 20185087, compound

HRID 2309365Notes

Reaction equation

HRID 2309365 reaction equation
[C:1]1([CH:7]2[NH:11][NH:10][C:9](=[O:12])[CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Na+].Cl[CH2:16][C:17]#[N:18]>CN(C)C=O>[C:17]([CH2:16][O:12][C:9]1[CH:8]=[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[NH:11][N:10]=1)#[N:18]

Participants

5

Reactant 3

HCID 7856ChloroacetonitrileHCID 24758Sodium hydrideHCID 2692955-phenylpyrazolidin-3-one

Product 1

HCID 20185087HCID 20185087, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In an analogous manner to the method described in Example 1B, 40 g 5-phenylpyrazolin-3-one in 120 ml dimethyl formamide were first deprotonated by reaction with 5.6 g of an 80% oily sodium hydride preparation and subsequently reacted with 11 ml chloroacetonitrile to form 3-cyanomethoxy-5-phenylpyrazole. Melting point: 143° C.

Sources & evidence

ORD record
ord-5799c1ccb44844c9a0d4670fc41356bc
Source dataset
uspto-grants-1987_09
Patent number
US04695566

Reaction notes

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