3-Bromothiophene → HCID 54103588, compound

HRID 443995Notes

Reaction equation

HRID 443995 reaction equation
[H-].[Na+].[Na].[C:4](#[N:10])[CH:5]([CH2:7][C:8]#[N:9])[OH:6].Br[C:12]1[CH:16]=[CH:15][S:14][CH:13]=1>[Cu]Br.CN(C=O)C.C(O)(C)C>[S:14]1[CH:15]=[CH:16][C:12]([C:5]([CH2:7][C:8]#[N:9])([OH:6])[C:4]#[N:10])=[CH:13]1

Participants

8

Reactant 4

HCID 133833-BromothiopheneHCID 24758Sodium hydrideHCID 5360545SodiumHCID 212535622-Hydroxybutanedinitrile

Product 1

HCID 54103588HCID 54103588, compound

Reagents, catalysts & solvents 3

HCID 24593copper(I) bromideCatalystHCID 3776IsopropanolSolventHCID 6228DimethylformamideSolvent

Procedure

To 157.5 ml anhydrous i-propanol and 17.5 ml DMF, kept under N2 atmosphere, were added while stirring at 20°-35° C. 0.2 mole NaH and then, after the sodium isopropylate had been precipitated, 0.2 mole malonitrile. Within 5 minutes thereafter 0.1 mole copper (I) bromide and 0.1 mole 3-bromothiophene were added.

Workup

  1. additionwere added

Sources & evidence

ORD record
ord-2d7038a0787e46f1945f2d5b91aba505
Source dataset
uspto-grants-1981_04
Patent number
US04262129

Reaction notes

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