1,5-Dibromopentane → HCID 10812778, compound

HRID 863915Notes

Reaction equation

HRID 863915 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:11]([S:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=2)[C:12]#[N:13])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[H-].[Na+].[Br:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]Br>CS(C)=O>[Br:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][C:11]([C:5]1[CH:6]=[CH:7][C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=1)([S:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=1)[C:12]#[N:13]

Participants

5

Reactant 3

HCID 81001,5-DibromopentaneHCID 24758Sodium hydrideHCID 10541200HCID 10541200, compound

Product 1

HCID 10812778HCID 10812778, compoundYield 81.5%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The title compound is prepared by the procedure of Example 113 using 1.3 g of product from Example 117, 0.218 g of 50% sodium hydride, 2.15 g of 1,5-dibromopentane and 16 ml of dimethyl sulfoxide to give after chromatography 1.61 g of the desired product as a yellow oil. Calcd for C20H23N2SBrO2 : C=55.18; H=5.32; N=6.43; S=7.36; Br=18.35 Found C=55.39; H=5.33; N=6.32; S=7.16; Br=18.17

Sources & evidence

ORD record
ord-3cbb4aa15c044c80a1ab9151be07a248
Source dataset
uspto-grants-1996_10
Patent number
US05561141

Reaction notes

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