4-Chloro-5-cyano-2-(4-heptyloxyphenyl)-pyrimidine → 5-Cyano-2-(4-n-heptyloxyphenyl)-pyrimidine

HRID 1973616Notes

Reaction equation

HRID 1973616 reaction equation
Cl[C:2]1[C:7]([C:8]#[N:9])=[CH:6][N:5]=[C:4]([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])=[CH:12][CH:11]=2)[N:3]=1>[Zn].O1CCOCC1>[C:8]([C:7]1[CH:6]=[N:5][C:4]([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])=[CH:12][CH:11]=2)=[N:3][CH:2]=1)#[N:9]

Participants

4

Reactant 1

HCID 213888064-Chloro-5-cyano-2-(4-heptyloxyphenyl)-pyrimidine

Product 1

HCID 147457895-Cyano-2-(4-n-heptyloxyphenyl)-pyrimidine

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 312751,4-DioxaneSolvent

Procedure

6.3 G. of 4-chloro-5-cyano-2-(4-n-heptyloxyphenyl)-pyrimidine are reacted in 275 ml. of 50% dioxane with 23.9 g. of pre-treated zinc dust and worked up after the reaction in a manner analogous to that described in Example 13. There is obtained 5-cyano-2-(4-n-heptyloxyphenyl)-pyrimidine as colorless crystals having a melting point of 102.4° C. (smectic); nematic at 126.9° C; clearing point at 129.5° C.

Workup

  1. customafter the reaction in a manner analogous to

Sources & evidence

ORD record
ord-5fe74036e64f474aa32e824c1ef00024
Source dataset
uspto-grants-1976_12
Patent number
US03997536

Reaction notes

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