1,2-Dichloroethane → HCID 20343379, compound

HRID 1833720Notes

Reaction equation

HRID 1833720 reaction equation
C([C:9]1[CH:14]=[CH:13][N:12]=[C:11]([C:15]2[CH:23]=[CH:22][C:18]([C:19]([NH2:21])=O)=[CH:17][CH:16]=2)[N:10]=1)CCCCCCC.[CH2:24](Cl)[CH2:25]Cl.P(Cl)(Cl)(Cl)=O>CCOCC>[CH2:22]([C:14]1[CH:13]=[N:12][C:11]([C:15]2[CH:16]=[CH:17][C:18]([C:19]#[N:21])=[CH:22][CH:23]=2)=[N:10][CH:9]=1)[CH2:23][CH2:15][CH2:16][CH2:17][CH2:18][CH2:24][CH3:25]

Participants

5

Reactant 3

HCID 111,2-DichloroethaneHCID 24813Phosphorus oxychlorideHCID 54156797HCID 54156797, compound

Product 1

HCID 20343379HCID 20343379, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

1.84 G. of 4-(4-n-octylpyrimid-2-yl)-benzoic acid amide are maintained at reflux for 80 minutes in a mixture of 40 ml. of ethylene chloride and 0.63 ml. of phosphorus oxychloride with stirring. The mixture, diluted with ether, is washed with 2-N sodium hydroxide and then with water until neutral. The organic phase is dried over sodium sulfate and evaporated to give 1.91 g. of 5-octyl-2-(4-cyanophenyl)-pyrimidine which are distilled in a high vacuum; melting point 66.1°-66.5° C; clearing point 47.5° C.

Workup

  1. temperatureat reflux for 80 minutes in a mixture of 40 ml
  2. washis washed with 2-N sodium hydroxide
  3. dry with materialThe organic phase is dried over sodium sulfate
  4. customevaporated
  5. customto give 1.91 g
  6. distillationof 5-octyl-2-(4-cyanophenyl)-pyrimidine which are distilled in a high vacuum
  7. custompoint 47.5° C.

Sources & evidence

ORD record
ord-f51fc0f5ca894f4b99584df95ffc6339
Source dataset
uspto-grants-1978_01
Patent number
US04066570

Reaction notes

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