1,2-Diiodoethane → HCID 21283714, compound

HRID 2232387Notes

Reaction equation

HRID 2232387 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[S:7][CH:8]=[CH:9][N:10]=1.C([Li])CCC.[I:16]CCI>C(OCC)C>[I:16][C:8]1[S:7][C:6]([C:2]2[S:1][CH:5]=[CH:4][CH:3]=2)=[N:10][CH:9]=1

Participants

5

Reactant 3

HCID 122241,2-DiiodoethaneHCID 5475102-(2-Thienyl)thiazoleHCID 178418339Butyllithium

Product 1

HCID 21283714HCID 21283714, compoundYield 60.8%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

In a manner similar to Step C of Example 1, the reaction of 3.8 grams of (0.023 mole) of 2-(thien-2-yl)thiazole with 10.0 ml of a 2.5M solution of n-butyllithium in hexanes and 6.5 grams (0.023 mole) of 1,2-diiodoethane in 60 ml of diethyl ether yielded 4.1 grams of 5-iodo-2-(thien-2-yl)thiazole as a solid, m.p. 117°-119° C.

Sources & evidence

ORD record
ord-52fa3fd27a60431b82da6e9701982857
Source dataset
uspto-grants-1988_11
Patent number
US04788207

Reaction notes

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