Potassium Iodide → HCID 178439674, compound

HRID 622237Notes

Reaction equation

HRID 622237 reaction equation
[CH3:1][CH2:2][CH2:3][C:4]1[C:9]([OH:10])=[C:8]([C:11]([CH3:13])=[O:12])[CH:7]=[CH:6][C:5]=1[OH:14].Cl[CH2:16][CH2:17][CH2:18][C:19]#[N:20].C(=O)([O-])[O-].[K+].[K+].[I-].[K+].[NH:29]1C=N[N:31]=[N:30]1>C(C(C)=O)C>[C:11]([C:8]1[CH:7]=[CH:6][C:5]([O:14][CH2:16][CH2:17][CH2:18][C:19]2[NH:20][N:31]=[N:30][N:29]=2)=[C:4]([CH2:3][CH2:2][CH3:1])[C:9]=1[OH:10])(=[O:12])[CH3:13]

Participants

7

Reactant 5

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 123364-ChlorobutyronitrileHCID 27751982',4'-Dihydroxy-3'-propylacetophenoneHCID 178418441HCID 178418441, compound

Product 1

HCID 178439674HCID 178439674, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

The nitrile intermediate of the title compound was prepared following the procedure of Example 21 using 50.0 g. (257 mmoles) of 2,4-dihydroxy-3-propylacetophenone, 29.27 g. (282 mmoles) of 4-chlorobutyronitrile, 38.97 g. (282 mmoles) of potassium carbonate, and 4 g. of potassium iodide in 800 ml. of methyl ethyl ketone giving 57.58 g. of the nitrile intermediate as a rose-colored semi-crystalline solid. Twenty grams of the nitrile intermediate were then converted to the tetrazole in the usual manner giving 6.9 g. of the title compound, m.p. about 143°-145° C.

Workup

  1. customgiving 6.9 g

Sources & evidence

ORD record
ord-f4b67693cf6945a1a9f821ec4829f5ff
Source dataset
uspto-grants-1988_09
Patent number
US04769482

Reaction notes

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