4-Chloro-5-cyano-2-(4-n-heptylphenyl)-pyrimidine → 2-(4-Heptylphenyl)pyrimidine-5-carbonitrile

HRID 1973606Notes

Reaction equation

HRID 1973606 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]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])=[CH:12][CH:11]=2)[N:3]=1>[Zn].O1CCOCC1>[C:8]([C:7]1[CH:2]=[N:3][C:4]([C:10]2[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])=[CH:12][CH:11]=2)=[N:5][CH:6]=1)#[N:9]

Participants

4

Reactant 1

HCID 213888174-Chloro-5-cyano-2-(4-n-heptylphenyl)-pyrimidine

Product 1

HCID 213888332-(4-Heptylphenyl)pyrimidine-5-carbonitrile

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 312751,4-DioxaneSolvent

Procedure

5.2 G. of 4-chloro-5-cyano-2-(4-n-heptylphenyl)-pyrimidine are reacted in 220 ml. of 50% dioxane with 19.3 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-heptylphenyl)-pyrimidine having a melting point of 96.3° C. (smectic) and clearing point 109.0° C. The substance is identical with the compound obtained according to Example 11.

Workup

  1. customafter the reaction in a manner analogous to

Sources & evidence

ORD record
ord-5d53983b94a449649706f0a37b27c6f5
Source dataset
uspto-grants-1976_12
Patent number
US03997536

Reaction notes

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